N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl ester

Base Information

• Chemical Name: N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl ester
• CAS No.: 69729-16-4
• Molecular Formula: C₄₃H₄₉N₅O₉
• Molecular Weight: 779.89
• Mol file: 69729-16-4.mol

Synonyms:N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl ester

Chemical Property of N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl ester

There total 9 articles about N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl 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: 79.0%

N-Carbobenzoxy-L-tyrosyl azide (69729-15-3) + H-Gly-Gly-Phe-Leu-OBzl (69729-07-3) → N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl ester (69729-16-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

Reference yield: 70.0%

Z-Tyr-Gly-Gly hydrazide (61543-55-3) + benzyl-L-penylalanyl-L-leucinate trifluoroacetic acid (77066-56-9) → N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl ester (69729-16-4)

Guidance literature:

With TEA; In N,N-dimethyl-formamide;

Reference yield:

Z-L-Tyr-OH (1164-16-5) → N-benzyloxycarbonyl-L-tyrosyl-glycyl-glycyl-L-phenylalanyl-L-leucine benzyl ester (69729-16-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-Bu₄N⁽¹⁺⁾*OH^(1-), 2.) Et₃N / 1.) MeOH, 2.) DMF

2: 75 percent / 1N NaOH / dimethylformamide

3: 1.) n-Bu₄N⁽¹⁺⁾*OH^(1-), 2.) Et₃N / 1.) MeOH, 2.) DMF

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1981.65

upstream raw materials:

N-Carbobenzoxy-L-tyrosyl azide

H-Gly-Gly-Phe-Leu-OBzl

Z-Tyr-Gly-Gly hydrazide

benzyl-L-penylalanyl-L-leucinate trifluoroacetic acid

Downstream raw materials:

Leu-enkephalin

Z-Tyr(SO₃H)-Gly-Gly-Phe-Leu-OBzl

leucine enkephalin acetate

sulfated [Leu⁵]-enkephalin