Benzyloxycarbonylalanyl-alanine chloromethyl ketone

Base Information

• Chemical Name: Benzyloxycarbonylalanyl-alanine chloromethyl ketone
• CAS No.: 51166-66-6
• Molecular Formula: C15H19ClN2O4
• Molecular Weight: 326.77536
• DSSTox Substance ID: DTXSID90965437
• Wikidata: Q82947631
• Mol file: 51166-66-6.mol

Synonyms:benzyloxycarbonyl-Ala-Ala-chloromethyl ketone;benzyloxycarbonylalanyl-alanine chloromethyl ketone;Boc-Ala-Ala-CMK;Z-Ala-Ala-chloromethyl ketone

Chemical Property of Benzyloxycarbonylalanyl-alanine chloromethyl ketone

Chemical Property:

• Vapor Pressure: 5.27E-12mmHg at 25°C
• Boiling Point: 546.6°C at 760 mmHg
• Flash Point: 284.4°C
• PSA: 84.50000
• Density: 1.231g/cm³
• LogP: 2.39570
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 326.1033348
• Heavy Atom Count: 22
• Complexity: 397

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)CCl)NC(=O)C(C)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: C[C@@H](C(=O)CCl)NC(=O)[C@H](C)NC(=O)OCC1=CC=CC=C1

Technology Process of Benzyloxycarbonylalanyl-alanine chloromethyl ketone

There total 2 articles about Benzyloxycarbonylalanyl-alanine chloromethyl ketone 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:

N-Cbz-Ala (1142-20-7) + H-AlaCH2Cl, HBr (51152-30-8,41036-44-6) → Z-Ala-AlaCH2Cl (51166-66-6)

Guidance literature:

With chloroformic acid ethyl ester; triethylamine; Yield given. Multistep reaction; 1.) DMF, -15 deg C, 7-8 min; 2.) THF, -10 deg C, 1 h;

Reference yield:

→ Z-Ala-AlaCH2Cl (51166-66-6)

Guidance literature:

Z-Ala, Ala-CH2Cl;

DOI:10.1111/j.1432-1033.1973.tb03024.x

upstream raw materials:

N-Cbz-Ala

H-AlaCH₂Cl, HBr