Benzyl N-[(benzyloxy)carbonyl]glycylprolinate

Base Information

• Chemical Name: Benzyl N-[(benzyloxy)carbonyl]glycylprolinate
• CAS No.: 57294-41-4
• Molecular Formula: C22H24 N2 O5
• Molecular Weight: 396.4364
• European Community (EC) Number: 667-972-1
• NSC Number: 169119
• DSSTox Substance ID: DTXSID50305097
• Mol file: 57294-41-4.mol

Synonyms:57294-41-4;NSC169119;DTXSID50305097;AKOS024432413;NSC-169119;Benzyl N-[(benzyloxy)carbonyl]glycylprolinate;benzyl (2S)-1-({[(benzyloxy)carbonyl]amino}acetyl)-2-pyrrolidinecarboxylate

Chemical Property of Benzyl N-[(benzyloxy)carbonyl]glycylprolinate

Chemical Property:

• Vapor Pressure: 2.58E-14mmHg at 25°C
• Boiling Point: 599.1°C at 760 mmHg
• Flash Point: 316.1°C
• PSA: 84.94000
• Density: 1.257g/cm³
• LogP: 2.97600
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 396.16852187
• Heavy Atom Count: 29
• Complexity: 555

Purity/Quality:

99% ^*data from raw suppliers

CARBOBENZYLOXYGLYCYL-L-PROLINE BENZYL ESTER Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)CNC(=O)OCC2=CC=CC=C2)C(=O)OCC3=CC=CC=C3

Technology Process of Benzyl N-[(benzyloxy)carbonyl]glycylprolinate

There total 3 articles about Benzyl N-[(benzyloxy)carbonyl]glycylprolinate 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: 85.0%

ZGly, tetrabutylammonium salt (75523-03-4) + H-Pro-OBzl (41324-66-7) → Z-Gly-Pro-OBzl (57294-41-4)

Guidance literature:

With bis(4-nitrophenyl) phenylphosphonate; In N,N-dimethyl-formamide; 1.) 0 deg C, 14 h, 2.) r.t., 5 h;

DOI:10.1246/cl.1981.65

Reference yield: 84.0%

N-(Benzyloxycarbonyl)glycine (1138-80-3) + H-Pro-OBzl (41324-66-7) → Z-Gly-Pro-OBzl (57294-41-4)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at -10 ℃;

DOI:10.1248/cpb.40.3253

Reference yield: 64.0%

benzyl N-benzyloxycarbonylglycinate (5513-38-2) + benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → Z-Gly-Pro-OBzl (57294-41-4)

Guidance literature:

With syn-benzaldehyde oxime; triethylamine; diothiothreitol; In toluene; at 35 ℃; immobilized papain;

DOI:10.1039/cc9960000165

upstream raw materials:

ZGly, tetrabutylammonium salt

H-Pro-OBzl

N-(Benzyloxycarbonyl)glycine

benzyl N-benzyloxycarbonylglycinate

Downstream raw materials:

Z-Glyt-Pro-OBzl

Z-Gly-Pro-NHNH₂

Gly-Pro-Arg-Pro

Z-Gly-Pro-Arg(NO₂)-Pro-OBzl