(S)-2-Acetamido-3-phenylpropanamide

Base Information

• Chemical Name: (S)-2-Acetamido-3-phenylpropanamide
• CAS No.: 7376-90-1
• Molecular Formula: C11H14 N2 O2
• Molecular Weight: 206.244
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10224114
• Nikkaji Number: J471.921B
• Wikidata: Q83102659
• ChEMBL ID: CHEMBL2336907
• Mol file: 7376-90-1.mol

Synonyms:acetylphenylalanamide

Chemical Property of (S)-2-Acetamido-3-phenylpropanamide

Chemical Property:

• Vapor Pressure: 3.01E-10mmHg at 25°C
• Boiling Point: 503.1oC at 760 mmHg
• Flash Point: 258oC
• PSA: 72.19000
• Density: 1.152g/cm3
• LogP: 1.31030
• Storage Temp.: Store at 0-5°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 206.105527694
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Acetyl-L-phenylalanine amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CC=CC=C1)C(=O)N
• Isomeric SMILES: CC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N

Technology Process of (S)-2-Acetamido-3-phenylpropanamide

There total 10 articles about (S)-2-Acetamido-3-phenylpropanamide 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: 96.0%

(R,S)-2-amino-3-phenylpropionamide (17193-31-6) + ethyl acetate (141-78-6) → N-acetyl-L-phenylalanine amide (7376-90-1)

Guidance literature:

With Novozym-435; hydrogen; aluminum oxyhydroxide; palladium; In toluene; at 100 ℃; for 4h; under 760 Torr;

DOI:10.1021/ol070130d

Reference yield: 96.0%

→ N-acetyl-L-phenylalanine amide (7376-90-1)

Guidance literature:

Reference yield:

(S)-4-benzyl-2-methyl-4H-oxazol-5-one (13649-97-3) → N-acetyl-L-phenylalanine amide (7376-90-1)

Guidance literature:

With ammonia; In toluene; at 80 ℃; for 0.5h;

DOI:10.1021/ja00364a041

upstream raw materials:

(S)-4-benzyl-2-methyl-4H-oxazol-5-one

(Z)-2-acetylamino-3-phenylprop-2-enamide

α-N-acetylaminocinnamamide

L-Phenylalanine amide

Downstream raw materials:

(-)-(S)-N-(1-cyano-2-phenyl-ethyl)-acetamide

C₁₃H₁₇N₂O₃PS₂

2-methyl-4-benzyl-5-oxazole

2-methyl-4-benzyl-5-(N-((p-benzyloxyphenyl)ethyl)acetamido)oxazole

Refernces

• 1、 Samaritoni, J. Geno,Copes, Alexus T.,Crews, Demarcus K.,Glos, Courtney,Thompson, Andre L.,Wilson, Corydon,O'Donnell, Martin J.,Scott, William L.. "Unexpected hydrolytic instability of N-acylated amino acid amides and peptides". . p. 3140 - 3151. Retrieved 2014/05/06.
• 2、 Zhong, Minghong,Strobel, Scott A.. "Synthesis of isotopically labeled P-site substrates for the ribosomal peptidyl transferase reaction". . p. 603 - 611. Retrieved 2008/09/17.