N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanyl-L-leucine phenylmethyl ester

Base Information

• Chemical Name: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanyl-L-leucine phenylmethyl ester
• CAS No.: 103321-61-5
• Molecular Formula: C37H38N2O5
• Molecular Weight: 590.719
• DSSTox Substance ID: DTXSID001134187
• Nikkaji Number: J653.211J
• Mol file: 103321-61-5.mol

Synonyms:DTXSID001134187;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanyl-L-leucine phenylmethyl ester;103321-61-5

Chemical Property of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanyl-L-leucine phenylmethyl ester

Chemical Property:

• XLogP3: 7.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 14
• Exact Mass: 590.27807232
• Heavy Atom Count: 44
• Complexity: 905

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)OCC1=CC=CC=C1)NC(=O)C(CC2=CC=CC=C2)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
• Isomeric SMILES: CC(C)C[C@@H](C(=O)OCC1=CC=CC=C1)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Technology Process of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanyl-L-leucine phenylmethyl ester

There total 5 articles about N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanyl-L-leucine phenylmethyl ester 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: 91.0%

L-Leucine benzyl ester (1738-69-8) + N-Fmoc L-Phe (35661-40-6) → Fmoc-Phe-Leu-OBzl (103321-61-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo2024703

Reference yield: 86.0%

L-leucine benzyl ester hydrochloride (2462-35-3) + 2S-flouren-9-ylmethoxycarbonylamino-3-phenylpropionyl chloride (103321-57-9) → Fmoc-Phe-Leu-OBzl (103321-61-5)

Guidance literature:

With KOAt; In dichloromethane; Ambient temperature;

Reference yield: 85.0%

L-Leucine benzyl ester (1738-69-8) + 2S-flouren-9-ylmethoxycarbonylamino-3-phenylpropionyl chloride (103321-57-9) → Fmoc-Phe-Leu-OBzl (103321-61-5)

Guidance literature:

With silver cyanide; In toluene; at 60 ℃; 10-15 min;

upstream raw materials:

L-Leucine benzyl ester

2S-flouren-9-ylmethoxycarbonylamino-3-phenylpropionyl chloride

L-leucine benzyl ester hydrochloride

N-Fmoc L-Phe

Downstream raw materials:

(S)-benzyl 2-((S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-phenylpropaneselenoamido)-4-methylpentanoate

(S)-(9H-fluoren-9-yl)methyl 2-((S)-1-((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-ylamino)-3-phenyl-1-selenoxopropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate

Tyr-Gly-Gly-Phe-Leu formate

Fmoc-Gly-Phe-Leu-OBzl