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76946-09-3

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76946-09-3 Usage

Description

(2S,3E)-4-phenylbut-3-en-2-ol, also known as 4-phenyl-3-buten-2-ol, is a phenylbutanoid compound with a molecular formula C10H12O. It is a pale yellow viscous liquid that is commonly used in the synthesis of pharmaceuticals and fine chemicals. Its properties and potential applications are still being explored within the scientific community.

Uses

Used in Pharmaceutical Industry:
(2S,3E)-4-phenylbut-3-en-2-ol is used as an intermediate in the synthesis of various pharmaceuticals and fine chemicals. Its unique structure and reactivity make it a valuable building block for the development of new drugs and therapeutic agents.
Used in Fragrance Industry:
(2S,3E)-4-phenylbut-3-en-2-ol has been studied for its potential use in the production of natural products and fragrances. Its unique aroma and chemical properties make it a promising candidate for use in the creation of new and innovative scents.
Used in Research and Development:
(2S,3E)-4-phenylbut-3-en-2-ol is also used in research and development settings to explore its properties and potential applications. Its unique structure and reactivity make it an interesting subject for scientific investigation, and ongoing research may lead to new discoveries and applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 76946-09-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,9,4 and 6 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 76946-09:
(7*7)+(6*6)+(5*9)+(4*4)+(3*6)+(2*0)+(1*9)=173
173 % 10 = 3
So 76946-09-3 is a valid CAS Registry Number.

76946-09-3Relevant articles and documents

Mechanochemical, Water-Assisted Asymmetric Transfer Hydrogenation of Ketones Using Ruthenium Catalyst

Kolcsár, Vanessza Judit,Sz?ll?si, Gy?rgy

, (2022/01/04)

Asymmetric catalytic reactions are among the most convenient and environmentally benign methods to obtain optically pure compounds. The aim of this study was to develop a green system for the asymmetric transfer hydrogenation of ketones, applying chiral Ru catalyst in aqueous media and mechanochemical energy transmission. Using a ball mill we have optimized the milling parameters in the transfer hydrogenation of acetophenone followed by reduction of various substituted derivatives. The scope of the method was extended to carbo- and heterocyclic ketones. The scale-up of the developed system was successful, the optically enriched alcohols could be obtained in high yields. The developed mechanochemical system provides TOFs up to 168 h?1. Our present study is the first in which mechanochemically activated enantioselective transfer hydrogenations were carried out, thus, may be a useful guide for the practical synthesis of optically pure chiral secondary alcohols.

Total Synthesis of Meayamycin B

Basu, Upamanyu,Bressin, Robert K.,Koide, Kazunori,Osman, Sami,Pohorilets, Ivanna

supporting information, p. 4637 - 4647 (2020/05/01)

Meayamycin B is currently the most potent modulator of the splicing factor 3b subunit 1 and used by dozens of research groups. However, current supply for this natural product analogue is limited because of the lengthy synthetic scheme. Here, we report a more concise, more cost-effective, and greener synthesis of this compound by developing and employing a novel asymmetric reduction of a prochiral enone to afford an allylic alcohol with high enantioselectivity. In addition to this reaction, this synthesis highlights a scalable Mukaiyama aldol reaction, Nicolaou-type epoxide opening reaction, stereoselective Corey-Chaykovsky-type reaction, and a modified Horner-Wadsworth-Emmons Z-selective olefination. We also discuss a Z-E isomerization during the α,β-unsaturated amide formation. The new synthesis of meayamycin B consists of 11 steps in the longest linear sequence and 24 total steps.

Production of enantiomerically enriched chiral carbinols using whole-cell biocatalyst

?ahin, Engin,Bayda?, Yasemin,Kalay, Erbay

, (2020/10/26)

Biocatalytic asymmetric reduction of ketone is an efficient method for the production of chiral carbinols. The study indicates selective bioreduction of different ketones (1–8) to their respective (R)-alcohols (1a–8a) in low to high selectivity (0- >99%) with good yields (11–96%). In this work, whole-cell of Lactobacillus kefiri P2 catalysed enantioselective reduction of various prochiral ketones was investigated. (R)-4-Phenyl-2-butanol 2a, which is used as a precursor to antihypertensive agents and spasmolytics (anti-epileptic agents), was obtained using L kefiri P2 in 99% conversion and 91% enantiomeric excess (ee). Moreover, bioreduction of 2-methyl-1-phenylpropan-1-one substrate 8, containing a branched alkyl chain and difficult to asymmetric reduction with chemical catalysts as an enantioselective, to (R)-2-methyl-1-phenylpropan-1-ol (8a) in enantiomerically pure form was carried out in excellent yield (96%). The gram-scale production was carried out, and 9.70 g of (R)-2-methyl-1-phenylpropan-1-ol (8a) in enantiomerically pure form was obtained in 96% yield. Also especially, the yield and gram scale of (R)-2-methyl-1-phenylpropan-1-ol (8a) synthesised through catalytic asymmetric reduction using the biocatalyst was the highest report so far. The efficiency of L kefiri P2 for the conversion of the substrates and ee of products were markedly influenced by the steric factors of the substrates. This is a cheap, clean and eco-friendly process for production of chiral carbinols compared to chemical processes.

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