Month: October 2022

《Hydrazide-Catalyzed Polyene Cyclization: Asymmetric Organocatalytic Synthesis of cis-Decalins》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Plamondon, Samuel J.; Warnica, Josephine M.; Kaldre, Dainis; Gleason, James L.. Quality Control of (3-Methoxy-2-methylphenyl)methanol The article mentions the following:

Polyene cyclizations offer rapid entry into terpenoid ring systems. Although enantioselective cyclizations of (E)-polyenes to form trans-decalin ring systems are well precedented, highly enantioselective cyclizations of (Z)-polyenes to form the corresponding cis-decalins have not been reported. Here, we describe the first application of iminium catalysis to the initiation of polyene cyclizations. Et 1,2-diazepane-1-carboxylate catalyzes the cyclization of polyenes bearing enal initiators. Moreover, chiral bicyclic hydrazides catalyze the cyclizations of (Z)-polyene substrates to form cis-decalins with enantioselectivities of up to 97:3 er. DFT calculations suggest the catalysts promote the reaction by stabilizing pos. charge as it develops during the bicyclization.(3-Methoxy-2-methylphenyl)methanol(cas: 33797-34-1Quality Control of (3-Methoxy-2-methylphenyl)methanol) was used in this study.

(3-Methoxy-2-methylphenyl)methanol(cas: 33797-34-1) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Quality Control of (3-Methoxy-2-methylphenyl)methanol 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

COA of Formula: C12H10O2On September 22, 2009 ,《Synthesis and Photostability of Poly(p-phenylenevinylene-borane)s》 was published in Macromolecules (Washington, DC, United States). The article was written by Nagai, Atsushi; Murakami, Takuya; Nagata, Yuuya; Kokado, Kenta; Chujo, Yoshiki. The article contains the following contents:

Electron donor-acceptor poly(p-phenylenevinyleneborane)s (PPVBs) with various side groups, were prepared by hydroboration polymerization of 2,4,6-Triisopropylphenylborane and diethynylbenzene monomers and the photooxidative stability was studied. The obtained polymers emitted blue-to-green light at 437-505 nm and the quantum yield was FF = 0.3-0.5. The photostability of the polymers was measured under continuous UV irradiation using a UV lamp. The stability was a function of electron d. of substituent groups in monomers, except for a trifluoromethyl-containing monomer. The results came from multiple reactions, including the reaction of 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6COA of Formula: C12H10O2)

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. 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.COA of Formula: C12H10O2

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

Name: 1,4-Diethynyl-2,5-dimethoxybenzeneOn October 28, 2014 ,《Natural α-Amino Acid-Functionalized Poly(phenyleneethynylene)s (PPEs): Synthesis and Chiroptical Characterization of Aggregate States》 was published in Macromolecules (Washington, DC, United States). The article was written by Resta, Claudio; Pescitelli, Gennaro; Di Bari, Lorenzo. The article contains the following contents:

The synthesis of several novel poly(phenyleneethynylene)s (PPEs) functionalized with different natural α-amino acids Me esters has been achieved through Cassar-Heck-Sonogashira reaction. Five different derivatives have been prepared varying the nature of the amino acid (Gly, Leu, N-Me Leu, Phe, and Val), and their aggregation behavior has been investigated by means of UV-vis absorption, CD, and fluorescence spectroscopies in different conditions of aggregation. ECD measurements provided unique information about the structural organization of the aggregates dispersed in solution and as thin films. The effects of the nature of the amino acidic moiety, the consequences of chirality, and the role played by intermol. hydrogen bonds have been elucidated. The results came from multiple reactions, including the reaction of 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Name: 1,4-Diethynyl-2,5-dimethoxybenzene)

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Name: 1,4-Diethynyl-2,5-dimethoxybenzene

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

In 2012,Richards, Sarah-Jane; Jones, Mathew W.; Hunaban, Mark; Haddleton, David M.; Gibson, Matthew I. published 《Probing Bacterial-Toxin Inhibition with Synthetic Glycopolymers Prepared by Tandem Post-Polymerization Modification: Role of Linker Length and Carbohydrate Density》.Angewandte Chemie, International Edition published the findings.Formula: C9H19NO4 The information in the text is summarized as follows:

The authors use tandem post-polymerization modification to obtain glycopolymers with precisely controlled chain length, carbohydrate d., and crucially, defined back-bone-carbohydrate linker lengths. This series of polymers was used to study the multivalent interactions between cholera toxin and peanut agglutinin, to probe the impact of modulating the binding site complementarity on the inhibitory activity of the glycopolymers. This unique combination of structural biol. with materials science gives insights into the cluster glycoside effect and will allow design of active inhibitors. The aim of this investigation was to probe the effect of carbohydrate-binding site accessibility on the measured affinity between multivalent glycopolymers and their target lectins. The B subunit domain of cholera toxin was chosen because it is nontoxic,and a report by Polizzotti and Kiick showed that longer linkers resulted in increased inhibitory activity of cholera toxin. A series of glycopolymers with varying saccharide d., linker length, and chain length were synthesized by tandem post-polymerization modification. Longer linkers were shown to result in increased inhibition of the B subunit of cholera toxin, which is attributed to the depth of the binding pocket. Comparison with peanut agglutinin, which has a shallower binding pocket, revealed no difference in inhibitory activity as a function of linker length. The tandem post-polymerization modification strategy also allowed the effect of carbohydrate d. to be studied. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Formula: C9H19NO4)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.The C-O bonds that comprise simple ethers are strong. Formula: C9H19NO4 They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes.

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

In 2013,Ke, Damei; Tang, Ailing; Zhan, Chuanlang; Yao, Jiannian published 《Conformation-variable PDI@β-sheet nanohelices show stimulus-responsive supramolecular chirality》.Chemical Communications (Cambridge, United Kingdom) published the findings.Recommanded Product: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate The information in the text is summarized as follows:

A tripeptide-perylene diimide (PDI) conjugate self-assembles into PDI@β-sheet nanohelices, whose local conformations are sensitive to the external stimuli of concentration, heating and ultrasound, showing stimulus-responsive supramol. chirality. The experimental process involved the reaction of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Recommanded Product: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) 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. Recommanded Product: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate 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 2018,Matsushita, Takahiko; Tsuchibuchi, Koji; Koyama, Tetsuo; Hatano, Ken; Matsuoka, Koji published 《A constraint scaffold enhances affinity of a bivalent N-acetylglucosamine ligand against wheat germ agglutinin》.Bioorganic & Medicinal Chemistry Letters published the findings.Recommanded Product: 139115-91-6 The information in the text is summarized as follows:

Bivalent glycoconjugates have a minimal valence with avidity potential on protein-carbohydrate interactions as well as simplicity of chem. structures enabling simple synthesis with low cost. Understanding the way to maximize the affinities of bivalent glycoconjugates is important for the development of cost-effective tools for therapeutic and diagnostic research. However, there has been little discussion about the effects of constraints imposed from ligand scaffolds on the binding abilities. The authors synthesized three kinds of biantennary N-acetylglucosamine glycosides with different scaffolds using isobutenyl bis(propargyl)ether as a common scaffold precursor. Decoration of the scaffold branches with GlcNAc moieties through copper-catalyzed azide-alkyne cycloaddition and grafting of the alkenyl focal point to another bivalent biotin dendron through thiol-ene and nucleophilic substitution reactions were successfully carried out in an orthogonal manner. The association constants of the ligands against wheat germ agglutinin were determined by a fluorometric titration assay. A bivalent biotin counterpart provided higher affinity than an iso-Bu scaffold, whereas an isobutenyl scaffold yielded more enhancement than a bivalent biotin counterpart. The present work suggested that the constraint and steric bulk of ligand scaffolds are possible factors for improving binding properties of glycoconjugates against lectins or proteins. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Recommanded Product: 139115-91-6)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Recommanded Product: 139115-91-6

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

In 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Gao, Qianwen; Liu, Ze-Shui; Hua, Yu; Li, Lisha; Cheng, Hong-Gang; Cong, Hengjiang; Zhou, Qianghui. Application of 529-28-2. The article was titled 《A palladium/norbornene cooperative catalysis to access N-containing bridged scaffolds》. The information in the text is summarized as follows:

A palladium/norbornene cooperative catalysis promoted annulation involving an ortho-C-H amination and intramol. Heck cascade between aryl iodides ArI (Ar = 2-methylphenyl, 3-fluoro-2-methylphenyl, naphthalen-1-yl, etc.) and functionalized amination reagents I (R = Me, Et, benzyl, cyclopropylmethyl, 2-methylpropyl) is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine II (R1 = Me, F, C6H5, etc.; R2 = H, Me, F; R3 = H, F, C(O)2CH3, etc.; R1R2 = CH=CH-CH=CH). The salient features of the reaction include its broad substrate scope (with respect to aryl iodides), its high step economy, and good chemoselectivity. Preliminary studies underscore the future promise of rendering this Catellani-type annulation enantioselective.1-Iodo-2-methoxybenzene(cas: 529-28-2Application of 529-28-2) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Application of 529-28-2

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

The author of 《Enantioselective dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman carbonates》 were Yang, Xin-He; Li, Jian-Ping; Wang, Dong-Chao; Xie, Ming-Sheng; Qu, Gui-Rong; Guo, Hai-Ming. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. COA of Formula: C8H8O3 The author mentioned the following in the article:

The phosphine-catalyzed asym. dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman (MBH) carbonates or allenoate was developed. The reaction with MBH carbonates resulted in a series of cyclopentabenzofurans containing three contiguous stereocenters with good to high yields, diastereoselectivities and enantioselectivities. The use of allenoate also gave the target product with moderate enantioselectivity. In the experiment, the researchers used many compounds, for example, 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3COA of Formula: C8H8O3)

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is the main component of root bark essential oil of Periploca sepium Bunge. It is a potential tyrosinase inhibitor present in African medicinal plants. 2-Hydroxy-4-methoxybenzaldehyde was used in the synthesis of Schiff base ligand.COA of Formula: C8H8O3

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

《Validated stability-indicating HPTLC method for the estimation of adapalene in drugs and the LC-MS identification of its degradation products》 was published in Journal of Planar Chromatography–Modern TLC in 2020. These research results belong to Thummar, Kashyap; Tilva, Kevin; Dudhatra, Bhumika; Mardia, Rajnikant; Sheth, Navin. Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid The article mentions the following:

A highly sensitive, simple, accurate, and precise high-performance thin-layer chromatog. (HPTLC) method was developed and validated for the quant. determination of adapalene in the presence of its degradation products. The method employed precoated silica gel G 60 F254 on aluminum sheets using an appropriate solvent system which gives a compact spot of adapalene at RF value 0.58. The densitometric measurement of adapalene bands was carried out at 317 nm in fluorescence mode. The method was validated over a range of 10-100 ng/band. The linear regression data for the calibration plot showed a good relationship with high correlation coefficients The performance of the method was validated for precision, accuracy, and robustness. The limits of detection and quantification were 1.52 and 4.61 ng/band, resp. Adapalene was subjected to the ICH-prescribed acidic, alk., oxidative, photolytic, and thermal stress conditions, and it undergoes degradation with well-resolved degradation products. These degradation products were further analyzed by mass spectrometry to elucidate the structure of degradation products and proposed the prediction of the degradation pathway. The experimental process involved the reaction of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid

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

《Visible-light induced decarboxylative coupling of redox-active esters with disulfides to construct C-S bonds》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Xiao, Zhiwei; Wang, Lu; Wei, Junjie; Ran, Chongzhao; Liang, Steven H.; Shang, Jingjie; Chen, Guang-Ying; Zheng, Chao. COA of Formula: C12H10S2 The article mentions the following:

A novel method was established for the construction of C-S bonds using redox-active esters with disulfides in the presence of Ru-photoredox catalyst. This method exhibited remarkable functional group tolerance across a wide scope of substrates. Under mild conditions, a structurally diverse array of aryl alkyl sulfides was successfully and efficiently obtained through decarboxylative cross-coupling. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diphenyldisulfane(cas: 882-33-7COA of Formula: C12H10S2)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.COA of Formula: C12H10S2Although 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