N-[(Benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-leucinamide

Base Information

• Chemical Name: N-[(Benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-leucinamide
• CAS No.: 65118-56-1
• Molecular Formula: C26H34N4O5
• Molecular Weight: 482.58
• DSSTox Substance ID: DTXSID70574586
• Nikkaji Number: J1.654.378K
• Wikidata: Q82463692
• Mol file: 65118-56-1.mol

Synonyms:65118-56-1;DTXSID70574586;N-[(Benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-leucinamide

Chemical Property of N-[(Benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-leucinamide

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 482.25292020
• Heavy Atom Count: 35
• Complexity: 702

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)N)NC(=O)C(CC1=CC=CC=C1)NC(=O)C(C)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)N)NC(=O)OCC2=CC=CC=C2

Technology Process of N-[(Benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-leucinamide

There total 11 articles about N-[(Benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-leucinamide 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: 98.0%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + (S)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-phenyl-propionic acid methyl ester (3235-14-1) → Cbz-Ala-Phe-Leu-NH2 (65118-56-1)

Guidance literature:

With sodium carbonate; In hexane; at 20 - 22 ℃; for 2h; α-chymotrypsin;

Reference yield: 62.0%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + Z-Ala-Phe-OBzl-SO3Na (92278-79-0) → Cbz-Ala-Phe-Leu-NH2 (65118-56-1)

Guidance literature:

With 0.05 μmol α-chymotrypsine; In tetrachloromethane; water; for 0.333333h; Ambient temperature; Carbonate buffer (0.2 mol/l; pH=10);

Reference yield: 60.0%

(S)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-phenyl-propionic acid methyl ester (3235-14-1) + (2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) → Cbz-Ala-Phe-Leu-NH2 (65118-56-1)

Guidance literature:

In tetrachloromethane; for 1.5h; Ambient temperature; silica-bound α-chimotripsin;

DOI:10.1007/BF00901826

upstream raw materials:

H-L-Leu-NH₂

(S)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-phenyl-propionic acid methyl ester

Z-Ala-Phe-OBzl-SO₃Na

N-benzyloxycarbonyl-L-alanyl-L-phenylalanine