(S)-2-(4-fluorophenyl)-2-hydroxyacetic acid

Base Information

• Chemical Name: (S)-2-(4-fluorophenyl)-2-hydroxyacetic acid
• CAS No.: 52923-25-8
• Molecular Formula: C₈H₇FO₃
• Molecular Weight: 170.14
• Mol file: 52923-25-8.mol

Synonyms:(S)-2-(4-fluorophenyl)-2-hydroxyacetic acid

Chemical Property of (S)-2-(4-fluorophenyl)-2-hydroxyacetic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(4-fluorophenyl)-2-hydroxyacetic acid

There total 27 articles about (S)-2-(4-fluorophenyl)-2-hydroxyacetic 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: 94.0%

2-(4-fluorophenyl)-2-oxoacetic acid (2251-76-5) → (S)-2-(4-fluorophenyl)-2-hydroxyacetic acid (52923-25-8)

Guidance literature:

With [iridium(dihydride)(chloride)((3,5-(tBu)2-C₆H₃)2P)(C₁₇H₁₀)NHCHC₅H₃N(C(CH₃)3)]; potassium tert-butylate; hydrogen; In butan-1-ol; at 25 - 30 ℃; for 5h; under 11400.8 Torr; enantioselective reaction; Autoclave;

DOI:10.1039/c4cc07643e

Reference yield: 90.0%

2-(4-fluorophenyl)-2-hydroxyacetonitrile (133721-87-6,176485-58-8) → 4-fluoromandelic acid (32222-45-0,52923-25-8,52950-15-9,395-33-5)

Guidance literature:

With hydrogenchloride; water; at 20 ℃; for 21h; Reflux;

DOI:10.21608/ejchem.2017.3262

Reference yield:

1-(4-fluorophenyl)ethanone (403-42-9) → 4-Fluorobenzoic acid (456-22-4) + 4-fluoromandelic acid (32222-45-0,52923-25-8,52950-15-9,395-33-5)

Guidance literature:

With sodium hypochlorite; hydroxide; In water; for 20h; Product distribution; Rate constant; Ambient temperature; variation of time and reagent concentration; kinetic measurements at 25 deg C;

upstream raw materials:

[2,2,2-Trichloro-1-(4-fluoro-phenyl)-ethyl]-carbamic acid methyl ester

chloro-trimethyl-silane

potassium cyanide

4-fluorobenzaldehyde

Downstream raw materials:

(R)-2-(4-fluorophenyl)-2-hydroxyacetic acid

methyl 4-fluoro-α-hydroxyphenylacetate

2-(4-fluorophenyl)-2-oxoacetic acid

(5S)-N-[5-chloro-2-(1H-tetrazol-1-yl)benzyl]-1-[(2R)-2-(4-fluorophenyl)-2-hydroxyacetyl]-4,5-dihydro-1H-pyrazole-5-carboxamide

Refernces

• 1、 Yosef, Hisham Abdallah A.,Elmasry,Ibrahim, Nabila M.,Ismael, Eman H. I.,Mahran. "Preparation and reactions of certain racemic and optically active cyanohydrins derived from 2-chlorobenzaldehyde, 4-fluorobenzaldehyde, benzo[d][1,3]-dioxole-5-carbaldehyde and 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde. Antimicrobial and in vitro antitumor evaluation of the products". . p. 301 - 328. Retrieved 2017/06/08.
• 2、 Sheng, Binbin,Xu, Jing,Ge, Yongsheng,Zhang, Shuo,Wang, Danqi,Gao, Chao,Ma, Cuiqing,Xu, Ping. "Enzymatic Resolution by a d-Lactate Oxidase Catalyzed Reaction for (S)-2-Hydroxycarboxylic Acids". . p. 2630 - 2633. Retrieved 2016/08/30.