Month: October 2022

In 2022,Hu, Tianwen; Xie, Yuanchao; Zhu, Fuqiang; Gong, Xudong; Liu, Yin; Xue, Haitao; Aisa, Haji A.; Shen, Jingshan published an article in Organic Process Research & Development. The title of the article was 《””One-Pot”” Synthesis of Molnupiravir from Cytidine》.Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal The author mentioned the following in the article:

A one-pot process for preparing molnupiravir from cytidine was developed. The advantages of this synthesis were as follows: (1) The presence of N,N-dimethylformamide di-Me acetal (DMF-DMA) facilitated the selective protection of 2′,3′-dihydroxyls and amino of cytidine, which eliminated the neg. impact of these groups on the following isobutyrylation at 5′-hydroxyl. (2) Degradations of the product in the deprotection stage were avoided since a mild condition was used. (3) The achievement of deprotection and hydroxyamination in one single step improved the synthetic efficiency. (4) Molnupiravir with high purity (purity up to 99.7% analyzed by high-performance liquid chromatog. (HPLC)) was obtained in a yield of 63% through crystallizationN,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal) was used in this study.

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Larnaud, Florent; Calata, Charlene; Prunier, Anais; Le Guen, Clothilde; Legay, Remi; Pfund, Emmanuel; Lequeux, Thierry published an article in Organic & Biomolecular Chemistry. The title of the article was 《Convergent access to mono-fluoroalkene-based peptidomimetics》.SDS of cas: 60656-87-3 The author mentioned the following in the article:

The convergent and selective preparation of (Z)-monofluoroalkene-based dipeptide isosteres from functionalized fluorosulfones as a cornerstone is described. In this approach, the N-terminal amino group is introduced by a conjugate addition reaction of phthalimide onto fluorinated vinylsulfones containing α-amino-acid side chains while the C-terminal motif is linked to the fluorovinylic peptide bond mimic via the Julia-Kocienski reaction between fluorosulfones and substituted aldehydes bearing α-amino-acid side chains. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3SDS of cas: 60656-87-3)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).SDS of cas: 60656-87-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,He, Shun-Dong; Guo, Xiao-Qiang; Li, Jun; Zhang, Yu-Cheng; Chen, Lian-Mei; Kang, Tai-Ran published an article in European Journal of Organic Chemistry. The title of the article was 《Base-Promoted Reaction of Phenols with Spirocylic λ3-Iodanes: Access to Both 2-Iodovinyl Aryl Ethers and Diaryl Ethers》.HPLC of Formula: 150-19-6 The author mentioned the following in the article:

Herein, an efficient method for vinyl or aryl C(sp2)-O bond forming to construct both the (Z)-2-iodovinyl aryl ethers and diaryl ethers under metal-, photocatalyst- and light-free condition in one-step, has been developed. To generate the two desired products, authors proposed a SNAr2 reaction of phenol with vinyl aryl iodonium salts intermediates that subsequently lead to the phenyl-I bond cleavage and phenyl-O bond formation. Authors firstly found that the vinyl aryl iodonium salts was formed in situ from the spiro-cis-β-phenol-VBXs, which was generated between electrophilic spiro-EBXs and nucleophilic arylols. Trisubstituted alkenes and functionalized diaryl ethers can be afforded from the two desired products. In the part of experimental materials, we found many familiar compounds, such as m-Methoxyphenol(cas: 150-19-6HPLC of Formula: 150-19-6)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneHPLC of Formula: 150-19-6

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1,2-DiphenyldisulfaneIn 2019 ,《Palladium(II)/Copper(II)-Catalyzed C-H Sulfidation or Selenation of Arenes Leading to Unsymmetrical Sulfides and Selenides》 was published in European Journal of Organic Chemistry. The article was written by Nishino, Kota; Tsukahara, Shouya; Ogiwara, Yohei; Sakai, Norio. The article contains the following contents:

A novel palladium(II)/copper(II)-catalyzed sulfidation of the C-H bond in electron-rich arenes and in pentafluorobenzene with disulfides was developed. This catalytic system can be used to efficiently produce various types of either unsym. aryl sulfides or alkyl aryl sulfides. The present protocol could also be applied to the direct preparation of unsym. aryl selenides via C-H selenation. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diphenyldisulfane(cas: 882-33-7Reference of 1,2-Diphenyldisulfane)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Reference of 1,2-Diphenyldisulfane They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Safety of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamateIn 2018 ,《Synthesis of thermo-responsive nanocomposites of superparamagnetic cobalt nanoparticles/poly(N-isopropylacrylamide)》 was published in Journal of Colloid and Interface Science. The article was written by Tan, Li; Liu, Bing; Siemensmeyer, Konrad; Glebe, Ulrich; Boeker, Alexander. The article contains the following contents:

Novel nanocomposites of superparamagnetic cobalt nanoparticles (Co NPs) and poly(N-isopropylacrylamide) (PNIPAM) were fabricated through surface-initiated atom-transfer radical polymerization (SI-ATRP). We firstly synthesized a functional ATRP initiator, containing an amine (as anchoring group) and a 2-bromopropionate group (SI-ATRP initiator). Oleic acid- and trioctylphosphine oxide-coated Co NPs were then modified with the initiator via ligand exchange. The process is facile and rapid for efficient surface functionalization and afterwards the Co NPs can be dispersed into polar solvent DMF without aggregation. Transmission electron microscopy, Fourier transform IR spectroscopy, XPS, and dynamic light scattering measurements confirmed the success of ligand exchange. The following polymerization of NIPAM was conducted on the surface of Co NPs. Temperature-dependent dynamic light scattering study showed the responsive behavior of PNIPAM-coated Co NPs. The combination of superparamagnetic and thermo-responsive properties in these hybrid nanoparticles is promising for future applications e.g. in biomedicine.tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Safety of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate) was used in this study.

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Safety of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Synthesis and optical properties of triphenylene-based donor-donor and donor-acceptor conjugated polymers: a comparative study》 was written by Li, Yong; Nguyen, Dung D.; Shetye, Kuldeep; Peng, Zhonghua. Recommanded Product: 3-Methoxyphenylboronic acidThis research focused ontriphenylene based donor acceptor conjugated polymer synthesis optical property. The article conveys some information:

Two new conjugated polymers (P1 and P2), containing a bithiophene donor unit coupled with either a triphenylene donor unit or an imide-functionalized triphenylene acceptor unit in the backbone, have been synthesized, structurally characterized, and comparatively studied by using 1H NMR, FTIR, gel permeation chromatog., differential scanning calorimetry, cyclic voltammetry, UV-visible absorption, and fluorescence spectroscopy. Both polymers are amorphous in nature and thermally stable up to 450°. The inclusion of the imide functionalization in the triphenylene unit significantly lowered the LUMO energy level and the bandgap of the donor-acceptor polymer P2 over the donor-donor polymer P1. P1 and P2 show very different optical properties in hexane and other solvents. P1 shows a broad emission in hexane but vibronically structured emissions in other solvents; in contrast, P2 exhibits a vibronically resolved emission in hexane, while exhibiting red shifted, broad, and featureless emissions in other solvents. P1 takes a random coil conformation in good solvents like p-xylene, benzene, toluene, anisole, chloroform, THF, and o-dichlorobenzene, whereas in hexane, it may adopt a helical folding conformation. P2, on the other hand, adopts a random coil conformation in hexane but possibly the helical folding conformation in other good solvents. The opposite conformations of the two polymers may be responsible for their opposite solvent-dependent fluorescence properties. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7Recommanded Product: 3-Methoxyphenylboronic acid)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Recommanded Product: 3-Methoxyphenylboronic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Jiang, Guangcheng; Stalewski, Jacek; Galyean, Robert; Dykert, John; Schteingart, Claudio; Broqua, Pierre; Aebi, Audrey; Aubert, Michel L.; Semple, Graeme; Robson, Peter; Akinsanya, Karen; Haigh, Robert; Riviere, Pierre; Trojnar, Jerzy; Junien, Jean Louis; Rivier, Jean E. published an article on February 1 ,2001. The article was titled 《GnRH Antagonists: A New Generation of Long Acting Analogues Incorporating p-Ureido-phenylalanines at Positions 5 and 6》, and you may find the article in Journal of Medicinal Chemistry.HPLC of Formula: 324017-21-2 The information in the text is summarized as follows:

A series of antagonists of gonadotropin-releasing hormone (GnRH) of the general formula Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph/4Amf(P)-D4Aph/D4Amf(Q)-Leu-ILys-Pro-DAla-NH2 was synthesized, characterized, and screened for duration of inhibition of LH release in a castrated male rat assay. Selected analogs were tested in a reporter gene assay (IC50 and pA2) and an in vitro histamine release assay. P and Q contain urea/carbamoyl functionalities designed to increase potential intra- and intermol. hydrogen bonding opportunities for structural stabilization and peptide/receptor interactions, resp. These substitutions resulted in analogs with increased hydrophilicity and a lesser propensity to form gels in aqueous solution than azaline B [Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph(Atz)-D4Aph(Atz)-Leu-ILys-Pro-DAla-NH2; Atz = 3′-amino-1H-1′,2′,4′-triazol-5′-yl], and in some cases they resulted in a significant increase in duration of action after s.c. administration. Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph(L-hydroorotyl)-D4Aph(carbamoyl)-Leu-ILys-Pro-DAla-NH2 (acetate salt is FE200486) (I) and eight other congeners (20, 35, 37, 39, 41, 45-47) were identified that exhibited significantly longer duration of action than acyline [Ac-D2Nal-D4Cpa-D3Pal-Ser-4Aph(Ac)-D4Aph(Ac)-Leu-ILys-Pro-DAla-NH2] (6) when administered s.c. in castrated male rats at a dose of 50 μg in 100 μL of phosphate buffer. No correlation was found between retention times on a C18 reverse phase column using a triethylammonium phosphate buffer at pH 7.0 (a measure of hydrophilicity) or affinity in an in vitro human GnRH report gene assay (pA2) and duration of action. I was selected for preclin. studies, and some of its properties were compared to those of other clin. candidates. In the intact rat, ganirelix, abarelix, azaline B, and I inhibited plasma testosterone for 1, 1, 14, and 57 days, resp., at 2 mg/kg s.c. in 5% mannitol (injection volume = 20 μL). Based on the information that I, 33, 35 and 37 were significantly shorter acting than acyline or azaline B after i.v. administration (100 μg/rat), we surmised that the very long duration of action of the related I (for example) was likely due to unique physicochem. properties such as solubility in aqueous milieu, comparatively low propensity to form gels, and ability to diffuse at high concentrations in a manner similar to that described for slow release formulations of peptides. Indeed, in rats injected s.c. with I (2 mg/kg), plasmatic concentrations of I remained above 5 ng/mL until day 41, and the time after which they dropped below 3 ng/mL and plasma LH levels started rising until full recovery was reached at day 84 with levels of I hovering around 1 ng/mL. Addnl., I was less potent at releasing histamine from isolated rat mast cells than any of the GnRH antagonists presently described in preclin. reports. In the experiment, the researchers used many compounds, for example, Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2HPLC of Formula: 324017-21-2)

Fmoc-D-Phe(4-NH2)-OH(cas: 324017-21-2) belongs to ethers.HPLC of Formula: 324017-21-2Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Morin, Jean-Francois; Sasaki, Takashi; Shirai, Yasuhiro; Guerrero, Jason M.; Tour, James M. published their research in Journal of Organic Chemistry on December 7 ,2007. The article was titled 《Synthetic routes toward carborane-wheeled nanocars》.Quality Control of 1,4-Diethynyl-2,5-dimethoxybenzene The article contains the following contents:

A new set of p-carborane-wheeled aryleneethynylene nanovehicles, nanocars I and II, nanocaterpillar III and rotating trimer IV (R = 1-p-C2B10H11, X = CC, Q = [2,5-(n-PrO)2-1,4-C6H2CC]2) bearing carboranylethynyl units attached to a semirigid chassis were designed and prepared These mols. are expected to move in predetermined patterns on atomically smooth surfaces, depending on their specific configuration. In addition to this study using 1,4-Diethynyl-2,5-dimethoxybenzene, there are many other studies that have used 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Quality Control of 1,4-Diethynyl-2,5-dimethoxybenzene) was used in this study.

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. Quality Control of 1,4-Diethynyl-2,5-dimethoxybenzene The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,European Journal of Medicinal Chemistry included an article by Sang, Zhipei; Wang, Keren; Zhang, Pengfei; Shi, Jian; Liu, Wenmin; Tan, Zhenghuai. COA of Formula: C8H8O2. The article was titled 《Design, synthesis, in-silico and biological evaluation of novel chalcone derivatives as multi-function agents for the treatment of Alzheimer’s disease》. The information in the text is summarized as follows:

A series of novel chalcone derivatives I [n = 3,4,5,6; R1 = 3,4-dihydro-1H-isoquinolin-2-yl, (4-benzyl-1-piperidyl)] and II [n = 3,4,6; R2 = 4-fluoro, 2-methoxy, 4-dimethylamino] were synthesized and evaluated as multifunctional agents for the treatment of AD. Among of these synthesized compounds, compound I [n = 4, R1 = 3,4-dihydro-1H-isoquinolin-2-yl] was a selective BuChE inhibitor (IC50 = 2.6 μM) and selective MAO-B inhibitor (IC50 = 5.3 μM), which were supported by docking study. Compound compound I [n = 4, R1 = 3,4-dihydro-1H-isoquinolin-2-yl] also showed good antioxidant activity and was a selective metal chelator, as well as a neuroprotectant. Moreover, compound compound I [n = 4, R1 = 3,4-dihydro-1H-isoquinolin-2-yl] could significantly inhibit self-induced and Cu2+-induced Aβ1-42 aggregation with 70.2% and 80.7% inhibition rate, resp. and could disaggregate Cu2+-induced Aβ1-42 aggregation (73.5%), the further TEM images observed provided rational explanation. Besides, compound I [n = 4, R1 = 3,4-dihydro-1H-isoquinolin-2-yl] displayed good PAMPA-BBB permeability and conformed to the Lipinski’s rule of five. Further, compound I [n = 4, R1 = 3,4-dihydro-1H-isoquinolin-2-yl] presented precognitive effect on scopolamine-induced memory impairment in-vivo assay. Therefore, compound I [n = 4, R1 = 3,4-dihydro-1H-isoquinolin-2-yl] might be a promising multifunctional hit compound for the treatment of AD and the further structure optimization are in progress. In addition to this study using 2-Methoxybenzaldehyde, there are many other studies that have used 2-Methoxybenzaldehyde(cas: 135-02-4COA of Formula: C8H8O2) was used in this study.

2-Methoxybenzaldehyde(cas: 135-02-4) is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. It also has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.COA of Formula: C8H8O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Physical Chemistry Chemical Physics included an article by Lopez, Juan C.; Perez, Cristobal; Blanco, Susana; Shubert, V. Alvin; Temelso, Berhane; Shields, George C.; Schnell, Melanie. Recommanded Product: 1,4,7,10,13-Pentaoxacyclopentadecane. The article was titled 《Water induces the same crown shapes as Li+ or Na+ in 15-crown-5 ether: a broadband rotational study》. The information in the text is summarized as follows:

15-Crown-5 ether (15C5) and its complexes with water have been studied using broadband Fourier transform microwave spectroscopy in a supersonic jet. A new conformer of 15C5 has been observed and established as the new global min. out of a total of nine isolated structures. In addition, two 15C5-H2O and two 15C5-(H2O)2 clusters have been observed The cluster structures have been unambiguously identified through the observation of water 18O isotopologue spectra. In all the clusters, at least one water mol., located close to the axis of the 15C5 ring, interacts through two simultaneous hydrogen bonds to the endocyclic oxygen atoms. This interaction reshapes the 15C5 ring to reduce its rich conformational landscape to only two open structures, related to those found in complexes with Li+ or Na+ ions. In the most abundant 15C5-(H2O)2 form, the two water mols. repeat the same interaction scheme while binding to opposite sides of the ring. In the second most abundant dihydrated form the two water mols. lie on the same side of the ring. This finding is exceptionally rare because water-water interactions typically prevail over the formation of addnl. solute-water contacts, and it showcases the particular binding features of crown ethers. In the part of experimental materials, we found many familiar compounds, such as 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5Recommanded Product: 1,4,7,10,13-Pentaoxacyclopentadecane)

1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5) is a member of crown ether Ligands. Crown-ethers are macrocyclic polyethers capable of forming host-guest complexes, especially with inorganic and organic cations. Crown-ethers can incorporate protonated primary amine compounds by formation of ion-dipole bonds with the oxygen atoms of the chiral selector. Crown-ethers have been widely used for the separation of several pharmaceuticals both in aqueous and non-aqueous media. Recommanded Product: 1,4,7,10,13-Pentaoxacyclopentadecane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem