N-Acetyl-L-phenylalanylglycine

Base Information

• Chemical Name: N-Acetyl-L-phenylalanylglycine
• CAS No.: 23506-38-9
• Molecular Formula: C13H16N2O4
• Molecular Weight: 264.281
• ChEMBL ID: CHEMBL2207147
• DSSTox Substance ID: DTXSID30533098
• Nikkaji Number: J471.917D
• Wikidata: Q82406189
• Mol file: 23506-38-9.mol

Synonyms:N-Acetyl-L-phenylalanylglycine;23506-38-9;Acetyl-phenylalanyl-glycin;CHEMBL2207147;DTXSID30533098

Chemical Property of N-Acetyl-L-phenylalanylglycine

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 264.11100700
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

95% ^*data from raw 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)NCC(=O)O
• Isomeric SMILES: CC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)NCC(=O)O

Technology Process of N-Acetyl-L-phenylalanylglycine

There total 4 articles about N-Acetyl-L-phenylalanylglycine 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: 10.0%

(S)-2-acetylamino-3-phenylpropanoic acid (2018-61-3) + glycine (56-40-6,18875-39-3,25718-94-9) → N-(N-acetyl-L-phenylalanyl)glycine (23506-38-9)

Guidance literature:

In ethyl acetate; at 37 ℃; for 24h; Z⁽²⁰⁾Csin (Chymotrypsin, modified with a benzyloxycarbonyl group), 0.15 M aq. phosphate buffer (pH 6.7);

DOI:10.1271/bbb.56.441

Reference yield:

N-acetylphenylalanine O-methylglycine (7625-55-0) → N-(N-acetyl-L-phenylalanyl)glycine (23506-38-9)

Guidance literature:

With water; sodium carbonate; In methanol; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.8b03536

Reference yield:

N-acetamido cinnamic acid (55065-02-6,64590-80-3,5469-45-4) → N-(N-acetyl-L-phenylalanyl)glycine (23506-38-9)

Guidance literature:

Multi-step reaction with 2 steps

2: H₂ / Rh(R,R)-diopCl / methanol / 20 °C / 750.06 Torr

With hydrogen; [(-)-diop]RhCl; In methanol;

DOI:10.1016/S0040-4020(01)87539-6

upstream raw materials:

(S)-2-acetylamino-3-phenylpropanoic acid

glycine

N-acetamido cinnamic acid

N-acetylphenylalanine O-methylglycine