Carbobenzyloxy-L-phenylalanyl-L-leucinamide

Base Information

• Chemical Name: Carbobenzyloxy-L-phenylalanyl-L-leucinamide
• CAS No.: 13171-94-3
• Molecular Formula: C₂₃H₂₉N₃O₄
• Molecular Weight: 411.501
• European Community (EC) Number: 668-878-3
• ChEMBL ID: CHEMBL423787
• DSSTox Substance ID: DTXSID50539037
• Nikkaji Number: J789.105I
• Wikidata: Q76423178
• Mol file: 13171-94-3.mol

Synonyms:CHEMBL423787;13171-94-3;CARBOBENZYLOXY-L-PHENYLALANYL-L-LEUCINAMIDE;Z-Phe-Leu-NH2;DTXSID50539037;RPHKPDYJGQVFLN-PMACEKPBSA-N;BDBM50491285;AKOS024432266;N-[(Benzyloxy)carbonyl]-L-phenylalanyl-L-leucinamide

Chemical Property of Carbobenzyloxy-L-phenylalanyl-L-leucinamide

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 411.21580641
• Heavy Atom Count: 30
• Complexity: 555

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

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

Technology Process of Carbobenzyloxy-L-phenylalanyl-L-leucinamide

There total 47 articles about Carbobenzyloxy-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: 95.0%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + N-Cbz-L-Phe (1161-13-3) → Cbz-L-Phe-L-Leu-NH2 (69193-13-1,69193-14-2,13171-94-3)

Guidance literature:

With thermolysin; In ethyl acetate; TRIS maleate buffer (pH=7);

Reference yield: 90.0%

N-Cbz-L-Phe (1161-13-3) + (2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) → Cbz-L-Phe-L-Leu-NH2 (69193-13-1,69193-14-2,13171-94-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1039/b004183l

Reference yield: 87.7%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + Cbz-Phe-OCH2CONH2 (4816-89-1) → N-Cbz-L-Phe (1161-13-3) + Cbz-L-Phe-L-Leu-NH2 (69193-13-1,69193-14-2,13171-94-3)

Guidance literature:

With phosphate buffer; α-chymotrypsin; In dimethyl sulfoxide; at -24 ℃; for 2h; pH=8.0;

DOI:10.1016/j.tetasy.2005.10.042

upstream raw materials:

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester

(2S)-amino-4-methylpentanamide hydrochloride

H-L-Leu-NH₂

N-Cbz-L-Phe

Downstream raw materials:

Phe-Leu-NH₂*HCOOH

N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-L-leucine

L-Phe-L-Leu-NH₂

(S)-2-((S)-2-amino-3-phenylpropanamido)-4-methylpentanamide hydrochloride