tert-butyl N-[(1S)-1-benzyl-2-[6-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]amino]hexylamino]-2-oxo-ethyl]carbamate

Base Information

• Chemical Name: tert-butyl N-[(1S)-1-benzyl-2-[6-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]amino]hexylamino]-2-oxo-ethyl]carbamate
• CAS No.: 112670-36-7
• Molecular Formula: C₃₄H₅₀N₄O₆
• Molecular Weight: 610.794
• Mol file: 112670-36-7.mol

Synonyms:

Chemical Property of tert-butyl N-[(1S)-1-benzyl-2-[6-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]amino]hexylamino]-2-oxo-ethyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-[(1S)-1-benzyl-2-[6-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]amino]hexylamino]-2-oxo-ethyl]carbamate

There total 1 articles about tert-butyl N-[(1S)-1-benzyl-2-[6-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]amino]hexylamino]-2-oxo-ethyl]carbamate 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:

1,6-Hexanediamine (124-09-4) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → tert-butyl N-[(1S)-1-benzyl-2-[6-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]amino]hexylamino]-2-oxo-ethyl]carbamate (112670-36-7)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With 1,1'-carbonyldiimidazole; In chloroform; at 20 ℃; for 1h;

1,6-Hexanediamine; In chloroform;

DOI:10.1248/cpb.52.204

Reference yield: 65.0%

tert-butyl N-[(1S)-1-benzyl-2-[6-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]amino]hexylamino]-2-oxo-ethyl]carbamate (112670-36-7) → PheA6 (73787-46-9)

Guidance literature:

With trifluoroacetic acid; at 4 ℃;

DOI:10.1248/cpb.52.204

Reference yield:

tert-butyl N-[(1S)-1-benzyl-2-[6-[[(2S)-2-(tert-butoxycarbonylamino)-3-phenyl-propanoyl]amino]hexylamino]-2-oxo-ethyl]carbamate (112670-36-7) → N1,N6-bis(D-Phe-L-Phe)hexanediamine

Guidance literature:

Multi-step reaction with 3 steps

1.1: 65 percent / TFA / 4 °C

2.1: N,N'-carbonyldiimidazole / CHCl₃ / 1 h / 20 °C

2.2: 87 percent / CHCl₃

3.1: 68 percent / TFA / 4 °C

With 1,1'-carbonyldiimidazole; trifluoroacetic acid; In chloroform;

DOI:10.1248/cpb.52.204

upstream raw materials:

1,6-Hexanediamine

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

PheA₆

[(S)-1-((S)-1-{6-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-hexylcarbamoyl}-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

[(R)-1-((S)-1-{6-[(S)-2-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-hexylcarbamoyl}-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester