(S)-mandelic acid n-butyl ester

Base Information

• Chemical Name: (S)-mandelic acid n-butyl ester
• CAS No.: 74879-33-7
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• Mol file: 74879-33-7.mol

Synonyms:(S)-mandelic acid n-butyl ester

Chemical Property of (S)-mandelic acid n-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-mandelic acid n-butyl ester

There total 6 articles about (S)-mandelic acid n-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

(S)-Mandelic acid (17199-29-0) + butan-1-ol (71-36-3) → (S)-mandelic acid n-butyl ester (74879-33-7,119718-90-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1016/S0040-4020(01)85370-9

Reference yield:

butyl phenylacetate (122-43-0) → (R)-mandelic acid n-butyl ester (119656-72-3,119718-90-0) + (S)-mandelic acid n-butyl ester (74879-33-7,119718-90-0)

Guidance literature:

With Bacillus megaterium cytochrome P₄₅₀ 9-10A-F₈₇A monooxygenase; NADPH; In various solvents; at 20 ℃; for 3h; pH=8.2; Title compound not separated from byproducts;

DOI:10.1021/ja061261x

Reference yield:

(RS)-butyl O-acetylmandelate (119718-86-4) → (R)-mandelic acid n-butyl ester (119656-72-3,119718-90-0) + (S)-mandelic acid n-butyl ester (74879-33-7,119718-90-0)

Guidance literature:

With yeast lipase; butan-1-ol; In di-isopropyl ether; at 30 ℃; for 7h; Title compound not separated from byproducts;

DOI:10.1021/jo00271a042

upstream raw materials:

(RS)-butyl O-acetylmandelate

(S)-Mandelic acid

butan-1-ol

(RS)-methyl mandelate

Downstream raw materials:

(S)-(+)-2-vinyloxyphenylacetate de n-butyle

(S)-butyl 2-acetoxy-2-phenylethanoate

Refernces

• 1、 Landwehr, Marco,Hochrein, Lisa,Otey, Christopher R.,Kasrayan, Alex,Baeckvall, Jan-E.,Arnold, Frances H.. "Enantioselective α-hydroxylation of 2-arylacetic acid derivatives and buspirone catalyzed by engineered cytochrome P450 BM-3". . p. 6058 - 6059. Retrieved 2007/10/03.
• 2、 Dujardin, Gilles,Rossignol, Sandrine,Molato, Samira,Brown, Eric. "-". . p. 9037 - 9050. Retrieved 2007/10/02.