(3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone

Base Information

• Chemical Name: (3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone
• CAS No.: 187803-78-7
• Molecular Formula: C₂₂H₃₁N₅O₅S
• Molecular Weight: 477.585
• Mol file: 187803-78-7.mol

Synonyms:(3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone

Chemical Property of (3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone

There total 3 articles about (3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone 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:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone (187803-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent

2: Na₂HPO₄; citric acid; tris(carboxyethyl)phosphine / H₂O / 8 h / pH 4.5

With disodium hydrogenphosphate; tris(carboxyethyl)phosphine; citric acid; In water; 2: Cyclization;

DOI:10.1021/ja9621105

Reference yield:

3-(2-tert-butoxycarbonylamino-4-methyl-pentanoylsulfanyl)-propionic acid → (3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone (187803-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent

2: Na₂HPO₄; citric acid; tris(carboxyethyl)phosphine / H₂O / 8 h / pH 4.5

With disodium hydrogenphosphate; tris(carboxyethyl)phosphine; citric acid; In water; 2: Cyclization;

DOI:10.1021/ja9621105

Reference yield:

(S)-2-((S)-2-{2-[2-((R)-2-Amino-3-mercapto-propionylamino)-acetylamino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanethioic acid S-(2-carbamoyl-ethyl) ester (187803-63-0) → (3S,6S,15R)-15-Amino-6-benzyl-3-isobutyl-1-thia-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone (187803-78-7) + C47H69N11O11S3

Guidance literature:

With disodium hydrogenphosphate; tris(carboxyethyl)phosphine; citric acid; In water; for 8h; pH=4.5;

DOI:10.1021/ja9621105

upstream raw materials:

(S)-2-((S)-2-{2-[2-((R)-2-Amino-3-mercapto-propionylamino)-acetylamino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanethioic acid S-(2-carbamoyl-ethyl) ester

N-tert-butoxycarbonyl-L-phenylalanine