3-Acetamido-3-phenylpropanoic acid

Base Information

• Chemical Name: 3-Acetamido-3-phenylpropanoic acid
• CAS No.: 40638-98-0
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.229
• Hs Code.: 2924299090
• European Community (EC) Number: 842-637-4
• DSSTox Substance ID: DTXSID80392879
• Nikkaji Number: J1.857.730E
• ChEMBL ID: CHEMBL1877034
• Mol file: 40638-98-0.mol

Synonyms:40638-98-0;3-acetamido-3-phenylpropanoic acid;3-Acetylamino-3-phenyl-propionic acid;n-acetyl-3-phenyl-dl-beta-alanine;Ac-DL-|A-Phe-OH;(S)-3-ACETAMIDO-3-PHENYLPROPANOIC ACID;117020-33-4;N-Acetyl-beta-DL-phenylalanine;CBDivE_006092;Enamine_004038;Oprea1_039734;MLS000776240;SCHEMBL640977;N-acetyl-3-phenyl-beta-alanine;CHEMBL1877034;DTXSID80392879;HTWAFOFDKZAKQP-UHFFFAOYSA-N;HMS1405H12;HMS2773D04;MFCD00181164;STL377870;AKOS000264478;AKOS016050873;AC-9100;CS-W015271;N-ACETYL-DL-BETA-PHENYLALANINE*;3-(acetylamino)-3-phenylpropanoic acid;3-(Acetylamino)-3-phenylpropionic acid;AS-35548;SMR000371239;(+)-3-acetylamino-3-phenylpropanoic acid;A6791;FT-0754557;EN300-04175;(+/-)-3-(Acetylamino)-3-phenylpropionic acid;N-Acetyl-DL-beta-phenylalanine, >=97.0% (HPLC);Q-102235;Z56860295;N-ACETYL-3-PHENYL-DL-BETA-ALANINE;[1S-(1alpha,3beta,4beta,5alpha)]-3-[[3-(3,4-dihydroxyphenyl)-1-oxoallyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylicacid

Chemical Property of 3-Acetamido-3-phenylpropanoic acid

Chemical Property:

• Vapor Pressure: 7.44E-09mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 449.2 °C at 760 mmHg
• Flash Point: 225.5 °C
• PSA: 66.40000
• Density: 1.197 g/cm³
• LogP: 1.72940
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

3-Acetamido-3-phenylpropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC(=O)O)C1=CC=CC=C1

Technology Process of 3-Acetamido-3-phenylpropanoic acid

There total 6 articles about 3-Acetamido-3-phenylpropanoic 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%

3-Amino-3-phenylpropionic acid (3646-50-2) + acetic anhydride (108-24-7) → (R/S)-3-(acetylamino)-3-phenylpropanoic acid (40638-98-0,583050-93-5)

Guidance literature:

With sodium hydroxide; In water; at 40 ℃; for 3h; pH=11 - 12;

DOI:10.1271/bbb.70.99

Reference yield: 21.0%

ethyl 2-(acetamido(phenyl)-methyl)-3-oxobutanoate (92653-04-8) → (R/S)-3-(acetylamino)-3-phenylpropanoic acid (40638-98-0,583050-93-5)

Guidance literature:

With lithium hydroxide; In methanol; water; for 11h; Heating;

DOI:10.1016/S0040-4039(02)01239-X DOI:10.1016/S0040-4039(02)02573-X

Reference yield:

benzaldehyde (100-52-7) → (R/S)-3-(acetylamino)-3-phenylpropanoic acid (40638-98-0,583050-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / CoCl₂ / acetonitrile / 144 h

2: 21 percent / LiOH / methanol; H₂O / 11 h / Heating

With lithium hydroxide; In methanol; water; acetonitrile;

DOI:10.1016/S0040-4039(02)02573-X

upstream raw materials:

ethyl 2-(acetamido(phenyl)-methyl)-3-oxobutanoate

3-Amino-3-phenylpropionic acid

acetic anhydride

benzaldehyde

Downstream raw materials:

3,4-dihydro-1,3-oxazin-6-one

(R)-N-acetyl-3-amino-3-phenylpropionic acid

(+/-)-(N-acetyl)-3-aminoindan-1-one

(RS)-3-amino-3-phenyl-propionic acid hydrochloride

Refernces

• 1、 Kawasaki, Hisashi,Koyama, Koutaro,Kurokawa, Sachio,Watanabe, Kunihiko,Nakazawa, Masakazu,Izawa, Kunisuke,Nakamatsu, Tsuyoshi. "Production of (R)-3-amino-3-phenylpropionic acid and (S)-3-amino-3- phenylpropionic acid from (R,S)-N-acetyl-3-amino-3-phenylpropionic acid using microorganisms having enantiomer-specific amidohydrolyzing activity". . p. 99 - 106. Retrieved 2008/02/08.
• 2、 Reddy, P. Rajamohan,Balraju,Madhavan,Banerji, Biswadip,Iqbal, Javed. "Synthesis of small cyclic peptides via intramolecular Heck reactions". . p. 353 - 356. Retrieved 2007/10/03.