L-Leucine, N-[(phenylmethoxy)carbonyl]-, pentafluorophenyl ester

Base Information

• Chemical Name: L-Leucine, N-[(phenylmethoxy)carbonyl]-, pentafluorophenyl ester
• CAS No.: 25529-34-4
• Molecular Formula: C20H18F5NO4
• Molecular Weight: 431.35300
• Mol file: 25529-34-4.mol

Synonyms:Z-L-Leu-OPFP;(S)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester;

Chemical Property of L-Leucine, N-[(phenylmethoxy)carbonyl]-, pentafluorophenyl ester

Chemical Property:

• Melting Point: 125-127 °C(Solv: ethanol (64-17-5); hexane (110-54-3))
• Boiling Point: 489.3±45.0 °C(Predicted)
• PSA: 64.63000
• Density: 1.344±0.06 g/cm3(Predicted)
• LogP: 5.01950

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Leucine, N-[(phenylmethoxy)carbonyl]-, pentafluorophenyl ester

There total 1 articles about L-Leucine, N-[(phenylmethoxy)carbonyl]-, pentafluorophenyl 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:

Z-Leu-OH (2018-66-8) + 2,3,4,5,6-pentafluorophenol (771-61-9) → N-benzyloxycarbonyl-L-leucine pentafluorophenyl ester (25529-34-4)

Guidance literature:

With dicyclohexyl-carbodiimide;

DOI:10.1021/jo00835a086

Reference yield: 87.0%

N-benzyloxycarbonyl-L-leucine pentafluorophenyl ester (25529-34-4) + (2S,3R)-2-(2-Amino-acetylamino)-3-hydroxy-butyric acid methyl ester; compound with toluene-4-sulfonic acid → (2S,3R)-2-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-acetylamino]-3-hydroxy-butyric acid methyl ester

Guidance literature:

In ethyl acetate; triethylamine; N,N-dimethyl-formamide; for 24h;

Reference yield:

N-benzyloxycarbonyl-L-leucine pentafluorophenyl ester (25529-34-4) + R-(-)-serine methyl ester hydrochloride (5874-57-7) → N-(N-phenylmethoxycarbonyl)-D-serine methyl ester

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; at 20 ℃; for 16h;

upstream raw materials:

Z-Leu-OH

2,3,4,5,6-pentafluorophenol

Downstream raw materials:

N-benzyloxycarbonyl-L-leucyl-L-valyl-γ-tert-butyl-L-glutamyl-L-alanine methyl ester