S-2--Bromo -2-phenylacetic acid

Base Information

• Chemical Name: S-2--Bromo -2-phenylacetic acid
• CAS No.: 60686-78-4
• Molecular Formula: C8H7 Br O2
• Molecular Weight: 215.046
• Hs Code.: 2916399090
• Mol file: 60686-78-4.mol

Synonyms:Benzeneaceticacid, a-bromo-, (S)-; (+)-a-Bromobenzeneacetic acid; (+)-a-Bromophenylaceticacid; (S)-2-Bromo-2-phenylacetic acid; (S)-Bromophenylacetic acid

Chemical Property of S-2--Bromo -2-phenylacetic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.20720

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-2-BROMO-2-PHENYLACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of S-2--Bromo -2-phenylacetic acid

There total 16 articles about S-2--Bromo -2-phenylacetic acid 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: 74.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (+)-(S)-α-bromophenylacetic acid (60686-78-4,31302-84-8)

Guidance literature:

With sulfuric acid; potassium bromide; sodium nitrite; 1.) 0 deg C, 3 h (addition) than 1 h, 2.) r.t., overnight;

Reference yield:

1,1-bis(trimethylsilyloxy)-2-bromo-2-phenylethene (181026-82-4) → (R)-2-bromo-2-phenylacetic acid (60686-79-5,31302-84-8) + (+)-(S)-α-bromophenylacetic acid (60686-78-4,31302-84-8)

Guidance literature:

1,1-bis(trimethylsilyloxy)-2-bromo-2-phenylethene; With (R)-BINOL-SnCl₄; In dichloromethane; toluene; at -78 ℃; for 1h;

With hydrogenchloride; In dichloromethane; toluene; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ja001164i

Reference yield:

(+/-)-2-bromo-2-phenylacetic acid octyl ester (530091-82-8) → (+)-(S)-α-bromophenylacetic acid (60686-78-4,31302-84-8) + (R)-2-bromo-2-phenylacetic acid octyl ester

Guidance literature:

With lipase from carica papaya latex; In decane; pH=8.5; Solvent; Concentration; Reagent/catalyst; enantioselective reaction; Resolution of racemate;

DOI:10.1016/j.tetlet.2013.07.151

upstream raw materials:

L-phenylalanine

bromo-phenyl-acetic acid methyl ester

1,1-bis(trimethylsilyloxy)-2-bromo-2-phenylethene

(R)-Mandelic Acid

Downstream raw materials:

(R)-2-(2-aminoethylthio)-2-phenylacetic acid

(S)-(+)-methyl 2-bromo-2-phenylacetate

(2S)-2-bromo-2-phenylethanenitrile

(allyl)2-Tyr-D-Ala-Phe-Gly-Ψ(CH2S)-D-Phgly-NH2

Refernces

• 1、 Rivera, Ivanna,Mateos, Juan Carlos,Marty, Alain,Sandoval, Georgina,Duquesne, Sophie. "Lipase from Carica papaya latex presents high enantioselectivity toward the resolution of prodrug (R,S)-2-bromophenylacetic acid octyl ester". . p. 5523 - 5526. Retrieved 2013/09/23.
• 2、 Cancino, Miguel,Bauchart, Philippe,Sandoval, Georgina,Nicaud, Jean-Marc,Andre, Isabelle,Dossat, Valerie,Marty, Alain. "A variant of Yarrowia lipolytica lipase with improved activity and enantioselectivity for resolution of 2-bromo-arylacetic acid esters". . p. 1608 - 1612. Retrieved 2008/12/21.