Benzenepropanoic acid, 4-cyano-.alpha.-oxo-

Base Information

• Chemical Name: Benzenepropanoic acid, 4-cyano-.alpha.-oxo-
• CAS No.: 43229-87-4
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.16748
• Mol file: 43229-87-4.mol

Synonyms:Benzenepropanoic acid, 4-cyano-.alpha.-oxo-;4-Cyano-a-oxo-benzenepropanoic acid

Chemical Property of Benzenepropanoic acid, 4-cyano-.alpha.-oxo-

Chemical Property:

• PSA: 78.16000
• LogP: 0.75448

Purity/Quality:

98%min ^*data from raw suppliers

3-(4-Cyano-phenyl)-2-oxo-propionicacid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepropanoic acid, 4-cyano-.alpha.-oxo-

There total 7 articles about Benzenepropanoic acid, 4-cyano-.alpha.-oxo- 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: 86.0%

3-(4-cyano-phenyl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid (654055-09-1) → 3-(4-cyano-phenyl)-2-oxo-propionic acid (43229-87-4)

Guidance literature:

With trifluoroacetic acid; at 25 ℃; for 24h;

DOI:10.1016/S0960-894X(03)00443-8

Reference yield:

4-[(5-oxo-2-trifluoromethyl-4,5-dihydro-oxazol-4-yl)-methyl]-benzonitrile → 3-(4-cyano-phenyl)-2-oxo-propionic acid (43229-87-4)

Guidance literature:

In trifluoroacetic acid;

Reference yield:

3-(4-cyanophenyl)acrylic acid (18664-39-6) → 3-(4-cyano-phenyl)-2-oxo-propionic acid (43229-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1: borane-ammonia complex; ammonium hydroxide / aq. buffer / 37 °C / pH 9.6 / Enzymatic reaction

2: oxygen / Enzymatic reaction

3: water

With ammonium hydroxide; borane-ammonia complex; water; oxygen; In aq. buffer;

DOI:10.1002/anie.201410670

upstream raw materials:

3-(4-cyano-phenyl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid

2-amino-3-(4-cyano-phenyl)-propionic acid

3-(4-cyanophenyl)acrylic acid

Downstream raw materials:

4-[(6-(1-carboxy-cyclopropan-1-yl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl)-methyl]-benzonitrile

N-{1-[3-(4-carbamimidoyl-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

4-{4-methyl-3-oxo-7-[1-(pyrrolidine-1-carbonyl)-cyclopropyl]-3,4-dihydro-quinoxalin-2-ylmethyl}-benzonitrile

Refernces

• 1、 Ries, Uwe J.,Priepke, Henning W. M.,Hauel, Norbert H.,Handschuh, Sandra,Mihm, Gerhard,Stassen, Jean M.,Wienen, Wolfgang,Nar, Herbert. "Heterocyclic thrombin inhibitors. Part 2: Quinoxalinone derivatives as novel, potent antithrombotic agents". . p. 2297 - 2302. Retrieved 2007/10/03.
• 2、 -. "AMINOACID DERIVATIVES AS ANTIHYPERTENSIVES". . . Retrieved 2008/06/13.