(2S)-2-[(2-aminoacetyl)amino]-3-phenylpropanamide

Base Information

• Chemical Name: (2S)-2-[(2-aminoacetyl)amino]-3-phenylpropanamide
• CAS No.: 1510-04-9
• Molecular Formula: C11H15N3O2
• Molecular Weight: 221.259
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60426348
• Nikkaji Number: J346.631K
• Wikidata: Q82239283
• ChEMBL ID: CHEMBL378267
• Mol file: 1510-04-9.mol

Synonyms:1510-04-9;L-Phenylalaninamide, glycyl-;Gly-Phe-NH2;(2S)-2-[(2-aminoacetyl)amino]-3-phenylpropanamide;(S)-2-(2-Aminoacetamido)-3-phenylpropanamide;CHEMBL378267;glycylphenylalaninamide;Glycyl-L-phenylalaninamid;SCHEMBL1329814;DTXSID60426348;PSPZOKPNYCSKSW-VIFPVBQESA-N;BDBM50026027;2-(2-Amino-acetylamino)-3-phenyl-propionamide;(2S)-2-(2-aminoacetamido)-3-phenylpropanamide

Chemical Property of (2S)-2-[(2-aminoacetyl)amino]-3-phenylpropanamide

Chemical Property:

• PSA: 102.69000
• LogP: 1.84820
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 221.116426730
• Heavy Atom Count: 16
• Complexity: 250

Purity/Quality:

H-Gly-Phe-NH2acetatesalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-2-[(2-aminoacetyl)amino]-3-phenylpropanamide

There total 4 articles about (2S)-2-[(2-aminoacetyl)amino]-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:

benzyloxycarbonyl-glycyl-L-phenylalanine amide (5513-69-9) → 2-[(2-aminoacetyl)amino]-3-phenylpropanamide (1510-04-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1039/j39680000715

Reference yield:

tert-butyl (S)-N-{2-[(2-amino-1-benzyl-2-oxoethyl)amino]-2-oxoethyl}carbamate (33900-05-9) → 2-[(2-aminoacetyl)amino]-3-phenylpropanamide (1510-04-9)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 5h;

DOI:10.1002/hlca.200490098

Reference yield:

L-Phenylalanine amide (5241-58-7) → 2-[(2-aminoacetyl)amino]-3-phenylpropanamide (1510-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / Et₃N / acetonitrile; methanol; tetrahydrofuran / 96 h / 20 °C

2: trifluoroacetic acid / 5 h / 20 °C

With triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1002/hlca.200490098

upstream raw materials:

benzyloxycarbonyl-glycyl-L-phenylalanine amide

tert-butyl (S)-N-{2-[(2-amino-1-benzyl-2-oxoethyl)amino]-2-oxoethyl}carbamate

L-Phenylalanine amide

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Downstream raw materials:

4-chloro-phenol

(S)-N²-(2-aminoethyl)-3-phenylpropane-1,2-diamine tris(hydrochloride)

(S)-2-({1-benzyl-2-[bis(carboxymethyl)amino]ethyl}{2-[bis(carboxymethyl)amino]ethyl}amino) acetic acid

tert-butyl (S)-8-benzyl-6,9,12-tris[2-(tert-butoxy)-2-oxoethyl]-2,2-dimethyl-4-oxo-3-oxa-6,9,12-triazatetradecan-14-oate