Methyl N-(5-oxo-L-prolyl)-L-histidinate

Base Information

• Chemical Name: Methyl N-(5-oxo-L-prolyl)-L-histidinate
• CAS No.: 25575-88-6
• Molecular Formula: C12H16 N4 O4
• Molecular Weight: 280.283
• Hs Code.: 2934999090
• European Community (EC) Number: 247-113-3
• DSSTox Substance ID: DTXSID90180264
• Nikkaji Number: J287.281A
• Wikidata: Q83050802
• Mol file: 25575-88-6.mol

Synonyms:25575-88-6;Methyl N-(5-oxo-L-prolyl)-L-histidinate;EINECS 247-113-3;(S)-Methyl 3-(1H-imidazol-4-yl)-2-((S)-5-oxopyrrolidine-2-carboxamido)propanoate;pGlu-His-OMe;5-Oxo-L-Pro-L-His-OMe;SCHEMBL11309135;DTXSID90180264;l-pyroglutamyl-l-histidine methyl ester;L-Histidine, N-(5-oxo-L-prolyl)-, methyl ester;Histidine, N-(5-oxo-L-prolyl)-, methyl ester, L-

Chemical Property of Methyl N-(5-oxo-L-prolyl)-L-histidinate

Chemical Property:

• Vapor Pressure: 4.54E-20mmHg at 25°C
• Boiling Point: 711.1°Cat760mmHg
• Flash Point: 383.9°C
• PSA: 120.16000
• Density: 1.354g/cm³
• LogP: 0.00480
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 280.11715500
• Heavy Atom Count: 20
• Complexity: 401

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CN=CN1)NC(=O)C2CCC(=O)N2
• Isomeric SMILES: COC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@@H]2CCC(=O)N2

Technology Process of Methyl N-(5-oxo-L-prolyl)-L-histidinate

There total 8 articles about Methyl N-(5-oxo-L-prolyl)-L-histidinate 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%

L-Pyroglutamic acid (98-79-3) + L-Histidine methyl ester (1499-46-3) → L-Pyroglutamyl-L-histidine Methyl Ester (25575-88-6)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1) -5deg C to 0deg C, 1h, 2) 16h, RT;

Reference yield: 80.0%

N-hydroxysuccinimide ester of pyroglutamic acid (59850-85-0) + L-histidine methyl ester dihydrochloride (7389-87-9) → L-Pyroglutamyl-L-histidine Methyl Ester (25575-88-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield: 55.0%

→ L-Pyroglutamyl-L-histidine Methyl Ester (25575-88-6)

Guidance literature:

upstream raw materials:

L-Pyroglutamic acid

L-Histidine methyl ester

L-pyroglutamic acid 2,4,5-trichlorophenyl ester

N-hydroxysuccinimide ester of pyroglutamic acid

Downstream raw materials:

L-Pyroglutamyl-L-histidine Hydrazide

L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-glycyl-L-leucyl-L-arginyl-L-prolyl-glycine amide hydrochloride

L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosine methyl ester

L-pyroglutamyl-L-histidyl-L-trypthophyl-L-seryl-L-tyrosine tert-butyl ester

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