Glycine, N-[1-(phenylacetyl)-L-prolyl]-

Base Information

• Chemical Name: Glycine, N-[1-(phenylacetyl)-L-prolyl]-
• CAS No.: 157115-95-2
• Molecular Formula: C15H18N2O4
• Molecular Weight: 290.319
• DSSTox Substance ID: DTXSID70445848
• Nikkaji Number: J759.462C
• Wikidata: Q82264382
• Mol file: 157115-95-2.mol

Synonyms:157115-95-2;Glycine, N-[1-(phenylacetyl)-L-prolyl]-;(S)-2-(1-(2-Phenylacetyl)pyrrolidine-2-carboxamido)acetic acid;n-phenylacetyl-l-prolylglycine;Oprea1_540629;SCHEMBL6351617;DTXSID70445848;1-(alpha-Oxophenethyl)-L-Pro-Gly-OH

Chemical Property of Glycine, N-[1-(phenylacetyl)-L-prolyl]-

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 290.12665706
• Heavy Atom Count: 21
• Complexity: 405

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)CC2=CC=CC=C2)C(=O)NCC(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)CC2=CC=CC=C2)C(=O)NCC(=O)O

Technology Process of Glycine, N-[1-(phenylacetyl)-L-prolyl]-

There total 6 articles about Glycine, N-[1-(phenylacetyl)-L-prolyl]- 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: 89.9%

N-phenylacetyl-L-prolylglycine ethyl ester (157115-85-0) → N-phenylacetyl-L-prolylglycine (157115-95-2)

Guidance literature:

With sodium hydroxide; for 3h;

DOI:10.1016/0223-5234(96)80448-X

Reference yield:

(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid (2752-38-7) → N-phenylacetyl-L-prolylglycine (157115-95-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / CHCl₃ / 0.03 h / -10 °C

2: N-methylmorpholine / CHCl₃; dimethylformamide / 1.5 h / -5 - 20 °C

3: 89.9 percent / 1 N aq. NaOH / 3 h

With 4-methyl-morpholine; sodium hydroxide; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(96)80448-X

Reference yield:

phenylacetyl chloride (103-80-0) → N-phenylacetyl-L-prolylglycine (157115-95-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / aq. NaOH / 0.25 h / 0 - 4 °C

2: N-methylmorpholine / CHCl₃ / 0.03 h / -10 °C

3: N-methylmorpholine / CHCl₃; dimethylformamide / 1.5 h / -5 - 20 °C

4: 89.9 percent / 1 N aq. NaOH / 3 h

With 4-methyl-morpholine; sodium hydroxide; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(96)80448-X

upstream raw materials:

N-phenylacetyl-L-prolylglycine ethyl ester

(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid

phenylacetyl chloride

L-proline