phenylglycylglycine

Base Information

• Chemical Name: phenylglycylglycine
• CAS No.: 6453-64-1
• Molecular Formula: C10H12 N2 O3
• Molecular Weight: 208.21
• Mol file: 6453-64-1.mol

Synonyms:Glycine,N-(D-2-phenylglycyl)- (7CI,8CI)

Chemical Property of phenylglycylglycine

Chemical Property:

• Vapor Pressure: 6.4E-11mmHg at 25°C
• Melting Point: 226-228 °C
• Boiling Point: 502.5°C at 760 mmHg
• PKA: 3.02±0.10(Predicted)
• Flash Point: 257.7°C
• PSA: 92.42000
• Density: 1.299g/cm³
• LogP: 0.97840

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylglycylglycine

There total 3 articles about phenylglycylglycine 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: 61.0%

(R)-phenylglycine amide (700-63-0,6485-52-5,6485-67-2,58429-87-1) + glycine (56-40-6,18875-39-3,25718-94-9) → D-phenylglycyl-glycine (6453-64-1)

Guidance literature:

With ammonium hydroxide; immobilized E_. coli penicillin acylase; In water; at 20 ℃; for 5.16667h; pH=9.7; Enzymatic reaction;

DOI:10.1016/j.tetasy.2003.08.011

Reference yield: 37.0%

Glycine tert-butyl ester (6456-74-2) + Boc-D-Phg-OH (33125-05-2) → D-phenylglycyl-glycine (6453-64-1)

Guidance literature:

Multistep reaction;

DOI:10.1021/js960427x

Reference yield:

Nα-(3,5-Dimethoxy-benzyloxycarbonyl>-D-phenyl-glycyl-glycin (6453-63-0) → D-phenylglycyl-glycine (6453-64-1)

Guidance literature:

In tetrahydrofuran; water; Irradiation;

DOI:10.1021/jo01343a516

upstream raw materials:

N^α-(3,5-Dimethoxy-benzyloxycarbonyl>-D-phenyl-glycyl-glycin

Glycine tert-butyl ester

Boc-D-Phg-OH

(R)-phenylglycine amide

Downstream raw materials:

(R)-3-phenylpiperazine-2,5-dione

Refernces

• 1、 Khimiuk, Andrei Y.,Korennykh, Alexei V.,Van Langen, Luuk M.,Van Rantwijk, Fred,Sheldon, Roger A.,Svedas, Vytas K.. "Penicillin acylase-catalyzed peptide synthesis in aqueous medium: A chemo-enzymatic route to stereoisomerically pure diketopiperazines". . p. 3123 - 3128. Retrieved 2007/10/03.