Month: December 2022

Sun, Pengli published the artcileSynthesis of Fmoc-N-methyl-L-phenylalanine with microwave-assisted, Safety of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, the publication is Guangzhou Huagong (2012), 40(10), 64-65, database is CAplus.

Fmoc-protected N-methyl-L-phenylalanine was synthesized under the presence of trifluoroacetic acid and anhydrous aluminum chloride as catalyzer and the triethylsilane as reduction, in which the Fmoc-protected L-phenylalanine was used as original material, passing though the generated intermediate 5-oxazolidinone with microwave assisted heating method. The result showed that using the microwave assisted heating method, the reaction time greatly reduced and the mean total yield increased to 82%, and the composite catalyzer of trifluoroacetic acid and anhydrous aluminum chloride could avoid generating the byproduct Fmoc-Tic-OH and save original material.

Guangzhou Huagong published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C2H8Cl2N4S2, Safety of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Fuwa, Haruhiko published the artcileTotal Synthesis and Complete Stereostructure of a Marine Macrolide Glycoside, (-)-Lyngbyaloside B, Name: (+)-B-Methoxydiisopinocampheylborane, the publication is Chemistry – A European Journal (2016), 22(20), 6815-6829, database is CAplus and MEDLINE.

We have described in detail the total synthesis of both the proposed and correct structures of (-)-lyngbyaloside B, which facilitated the elucidation of the complete stereostructure of this natural product. Our study began with the total synthesis of 13-demethyllyngbyaloside B, in which an esterification/ring-closing metathesis strategy was successfully used for the efficient construction of the macrocycle. We also established reliable methods for the introduction of the conjugated diene side chain and the L-rhamnose residue onto the macrocyclic framework. However, the esterification/Ring Closure Metathesis strategy proved ineffective for the parent natural product because of the difficulties in acylating the sterically encumbered C-13 tertiary alc.; macrolactonization of a seco-acid was also extensively investigated under various conditions without success. We finally completed the total synthesis of the proposed structure of (-)-lyngbyaloside B by means of a macrolactonization that involves an acyl ketene as the reactive species. However, the NMR spectroscopic data of our synthetic material did not match those of the authentic material, which indicated that the proposed structure must be re-examined Inspection of the NMR spectroscopic data of the natural product and mol. mechanics calculations led us to postulate that the configuration of the C-10, C-11, and C-13 stereogenic centers had been incorrectly assigned in the proposed structure. Finally, our revised structure of (-)-lyngbyaloside B was unambiguously verified through total synthesis.

Chemistry – A European Journal published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Name: (+)-B-Methoxydiisopinocampheylborane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kinoshita, Hidenori published the artcileDiisobutylaluminum hydride-promoted cyclization of silylated 1,3-dien-5-ynes: Application to total synthesis of a 20-norabietane derivative, Application of 2-Isopropylanisole, the publication is Tetrahedron Letters (2017), 58(16), 1607-1610, database is CAplus.

The diisobutylaluminum hydride (DIBAL-H)-promoted benzocyclization, recently developed by this group, was adopted for the synthesis of a natural product containing a 9,10-dihydrophenanthrene skeleton to demonstrate its synthetic utility. One of the extracts from the roots of Salvia hydrangea DC. ex Bentham (Lamiaceae), a 20-norabietane derivative (I), was selected as the target mol. The key step forming the 9,10-dihydrophenanthrene skeleton was achieved by the DIBAL-H-promoted cyclization of a silylated 1,3-dien-5-yne easily accessible from a substituted α-tetralone.

Tetrahedron Letters published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Application of 2-Isopropylanisole.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Al Qahtani, Hayfa W. S. published the artcileChemical Profile, Antioxidant and Enzyme Inhibition Activities of Natural Saudi Sidr and Talh Honeys, HPLC of Formula: 134-96-3, the publication is Chemistry & Biodiversity (2022), 19(7), e202200227, database is CAplus and MEDLINE.

Honey is used since ancient time as a food and to cure many diseases. The present study investigated the chem. constituents, antioxidant and enzyme inhibition activities of natural Saudi Sidr (SH) and Talh (TH) honeys. Beside entire honey samples, Et acetate, ethanol and water extracts were prepared The total polyphenolic content of SH, TH and their extracts was in the range of 2.86-7.21 and 3.80-17.33 mg gallic acid equivalent/g, resp. and the total flavonoids content was in the range of 0.05-1.17 and 0.18-2.38 mg rutin equivalent/g, resp. Out of the 53 standards analyzed by HPLC, 27 compounds were detected with highest number of compounds identified in the Et acetate extract of TH (45%, 24/53) and SH (26%, 14/53), resp. Quinic acid was dominant compound identified in all honey samples with the highest content determined in TH ethanol extract (4454μg/g). The majority of tested samples possessed considerable anti-radicals and reducing ions capacity with the Et acetate extract from TH exerted significantly (p<0.05) the highest activity. All honey samples did not show chelating iron metal property. Honey samples revealed variable enzyme inhibition activity with TH (entire and/or Et acetate extract) showed significantly (p<0.05) the highest acetylcholinesterase, butyrylcholinesterase, tyrosinase and α-amylase inhibition activity. In conclusion, Et acetate is the best solvent for extraction of bioactive mols. from the two honey types. Moreover, the dark-colored TH contained the highest number of mols. and consequently exerted the best antioxidant and enzyme inhibition activities in most assays.

Chemistry & Biodiversity published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, HPLC of Formula: 134-96-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Baker, Sarah I. published the artcileEnhanced Reactivity for Aromatic Bromination via Halogen Bonding with Lactic Acid Derivatives, HPLC of Formula: 93-04-9, the publication is Journal of Organic Chemistry (2022), 87(13), 8492-8502, database is CAplus and MEDLINE.

Herein, a new method for regioselective aromatic bromination using lactic acid derivatives as halogen bond acceptors with N-bromosuccinimide (NBS) is reported. Several structural analogs of lactic acid affected the efficiency of aromatic brominations, presumably via Lewis acid/base halogen-bonding interactions. Rate comparisons of aromatic brominations demonstrated the reactivity enhancement available via catalytic additives capable of halogen bonding. Computational results demonstrated that Lewis basic additives interact with NBS to increase the electropos. character of bromine prior to electrophilic transfer. An optimized procedure using catalytic mandelic acid under aqueous conditions at room temperature has been developed to promote aromatic bromination on a variety of arene substrates with complete regioselectivity.

Journal of Organic Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, HPLC of Formula: 93-04-9.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Katariya, Ashishkumar P. published the artcileAn Efficient and Green Synthesis of Tetrahydrobenzo[b]pyran Derivatives Using [(EMIM)Ac] at Room Temperature, SDS of cas: 134-96-3, the publication is ChemistrySelect (2022), 7(15), e202104184, database is CAplus.

An efficient, expedient, clean, and environmentally benign synthesis of twenty tetrahydrobenzo[b]pyran derivatives I (R = 4-H₂NC₆H₄, 3-MeOC₆H₄, 2-furyl, 2-HOC₆H₄, etc.), is reported via a one-pot three-component condensation reaction of various benzaldehydes with dimedone and malononitrile in the presence of ionic liquid [(EMIM)Ac] as a catalyst at ambient temperature in ethanol. Advantages of this reaction follow the principle of green chem., which includes operational simplicity, shorter reaction times, and mild reaction conditions with high yield (78-98%) products.

ChemistrySelect published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, SDS of cas: 134-96-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Deng, Jiazhu published the artcilePreparation of a cost-effective Ni-Ag bimetallic catalyst for hydrodehalogenation of aryl halides under mild conditions, Recommanded Product: 2-Methoxynaphthalene, the publication is New Journal of Chemistry (2022), 46(25), 12169-12176, database is CAplus.

Cost-effective Ni-Ag bimetallic nanoparticles were prepared using an aqueous-phase surfactant-aided co-reduction process and used as catalysts for the hydrodehalogenation of aryl halides CAr-X (X = F, Cl, Br). CAr-X could be easily converted at 60°C by using water as a solvent, with a CAr-H yield higher than 90%. This catalyst was widely applicable in the hydrodehalogenation of halogenated aromatics with various functional groups (more than 40 examples), including the high concentration solution of aryl fluorides, polyhalogenated phenol, environmental pollutants like 2,4-dichlorophenoxyacetic acid (2,4-D) and triclosan. Furthermore, it could be easily recycled and reused, providing a green and cost-effective method for the degradation of polyhalogenated aromatic pollutants and synthesis of important structural units through hydrodehalogenation reactions.

New Journal of Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Recommanded Product: 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Li, Bo published the artcileRegioselectivity and Mechanism of Synthesizing N-Substituted 2-Pyridones and 2-Substituted Pyridines via Metal-Free C-O and C-N Bond-Cleaving of Oxazoline[3,2-a]pyridiniums, Product Details of C13H14N2O, the publication is Scientific Reports (2017), 41287pp., database is CAplus and MEDLINE.

Novel intermediate oxazoline[3,2-a]pyridiniums were facilely prepared from 2-(2,2-dimethoxyethoxy)-pyridines via acid promoted intramol. cyclization. Sequentially, the quaternary ammonium salts were treated with different nucleophiles for performing regioselective metal-free C-O and C-N bond-cleaving to afford prevalent heterocyclic structures of N-substituted pyridones and 2-substituted pyridines. The reaction mechanism and regioselectivity were then systematically explored by quantum chem. calculations at B3LYP/6-31 g(d) level. The calculated free energy barrier of the reactions revealed that aniline and aliphatic amines (e.g., methylamine) prefer to attack C8 of intermediate, affording N-substituted pyridones, while phenylmethanamine, 2-phenylethan-1-amine and 3-phenylpropan-1-amine favor to attack C2 of the intermediate to form 2-substituted pyridines. With the optimized geometries of the transition states, it was found that the aromatic ring of the Ph aliphatic amines may form cation-π interaction with the pyridinium of the intermediates, which could stabilize the transition states and facilitate the formation of 2-substituted pyridines.

Scientific Reports published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Product Details of C13H14N2O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Xia, Jin published the artcileUltrasonic synthesis and structure characterization of poly(2-ethoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene), COA of Formula: C15H24O2, the publication is Huagong Xinxing Cailiao (2008), 36(9), 63-65, database is CAplus.

The preparation of poly(2-ethoxy-5-(2′-ethylhexyloxy)-phenylenevinylene) (MEH-PPV) was investigated with p-methoxyphenol as raw material. Gel-free soluble and high-mol.-weight (M_n) MEH-PPV was prepared by the method of ultrasonic synthesis. The molar weight of the polymer was 7.9 × 10⁵. The structure of the polymer was identified by IR, ¹H-NMR and Raman spectra.

Huagong Xinxing Cailiao published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C19H21N3O, COA of Formula: C15H24O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Hong, Kai published the artcileVarietal differences in the phytochemical components’ accumulation and aroma profile of three Humulus lupulus cultivars, Formula: C9H10O4, the publication is Food Control (2022), 108499, database is CAplus.

Humulus lupulus (hop) cone is a key ingredient in beer, which determines its taste and aroma. The impact of ripening on the bitter acids, aroma compounds, and polyphenols of hops has been reported sep., there is no systematic study on all three components. Here, three hop varieties in China were sampled to investigate the correlation between the harvest maturity and these three components, which indicated that polyphenols synthesized earlier than hop bitter acids, followed by the aroma compounds Variety differences of the hop cultivars prompted the obvious separation in the partial least-squares discriminant anal. (PLS-DA). Among three hop cultivars. TP1 with the highest contents of aroma compounds contributed to flower aroma, and with higher contents of bitter acids which contributed to bitter taste. In contrast, TP2 has been reported to be rich in caffeic acid, salicylic acid, syringaldehyde, (+)-catechin, and (-)-epicatechin. To analyze the hop aroma characteristics, two matrixes of hop tea and late-hopped beer were prepared and used for sensory evaluation. Compared to TP2 and QTF, the hop tea with TP1 scored best for strong (P < 0.01), herbal (P < 0.05) and citrus (P < 0.01). While the ‘strong’ and ‘herbal’ characteristics from terpene compounds receded in the late-hopped beer, the ‘citrus’ and ‘fruity’ notes from terpenol compounds remained noticeable.

Food Control published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Formula: C9H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem