Benzeneacetic acid, a-hydroxy-, 1-methylethyl ester, (R)-

Base Information

• Chemical Name: Benzeneacetic acid, a-hydroxy-, 1-methylethyl ester, (R)-
• CAS No.: 89015-27-0
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Mol file: 89015-27-0.mol

Synonyms:

Chemical Property of Benzeneacetic acid, a-hydroxy-, 1-methylethyl ester, (R)-

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneacetic acid, a-hydroxy-, 1-methylethyl ester, (R)-

There total 55 articles about Benzeneacetic acid, a-hydroxy-, 1-methylethyl ester, (R)- 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: 87.0%

(R)-Mandelic Acid (611-71-2) + isopropyl alcohol (67-63-0,8013-70-5) → (R)-α-hydroxyphenylacetic acid iso-propyl ester (89015-27-0)

Guidance literature:

toluene-4-sulfonic acid; In benzene; for 7h; Heating;

DOI:10.1002/hlca.19900730224

Reference yield: 66.0%

2,2-dihydroxy-1-phenyl-ethanone (1075-06-5) + isopropyl alcohol (67-63-0,8013-70-5) → (R)-α-hydroxyphenylacetic acid iso-propyl ester (89015-27-0) + (S)-α-hydroxyphenylacetic acid iso-propyl ester (53439-96-6)

Guidance literature:

With iron(III) chloride; C₄₃H₆₄N₄O₄; oxygen; at 30 ℃; for 48h; enantioselective reaction; Molecular sieve;

DOI:10.1039/c5cc04213e

Reference yield: 34.0%

isopropyl mandelate (4118-51-8) → isopropyl benzoylformate (31197-66-7) + (R)-α-hydroxyphenylacetic acid iso-propyl ester (89015-27-0)

Guidance literature:

With oxygen; In chloroform; at 20 ℃; for 30h; enantioselective reaction; Resolution of racemate;

DOI:10.1002/adsc.201100062

upstream raw materials:

isopropyl benzoylformate

(R)-Mandelic Acid

isopropyl alcohol

triphenylbismuthane

Downstream raw materials:

(R)-isopropoxycarbonylbenzyl 2-benzamidocinnamate

1-Methylethyl (R)-2-(Oxoacetoxy)-2-phenylacetate

(R)-<(1-Methylethoxy)carbonyl>phenylmethyl (2'S,3R)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)-spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate

(R)-(2-{(E)-2-[2-(3,4-Dimethoxy-phenyl)-1H-indol-3-yl]-ethylimino}-acetoxy)-phenyl-acetic acid isopropyl ester

Refernces

• 1、 Chen, Diao,Liu, Jian-Guo,Xu, Ming-Hua,Zhang, Xu. "Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters". supporting information. p. 1693 - 1697. Retrieved 2019/08/26.
• 2、 Zhao, Qiankun,Zhao, Yuxi,Liao, Hang,Cheng, Tanyu,Liu, Guohua. "Dual pathway for the asymmetric transfer hydrogenation of α-ketoimides to chiral α-hydroxy imides or chiral α-hydroxy esters". . p. 412 - 416. Retrieved 2016/02/05.