(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

Base Information

• Chemical Name: (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
• CAS No.: 187803-63-0
• Molecular Formula: C₂₅H₃₈N₆O₆S₂
• Molecular Weight: 582.745
• Mol file: 187803-63-0.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 1 articles about (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 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: 87.0%

BOC-glycine (4530-20-5) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + Boc-cysteine(4-Me-Bn) (61925-77-7) + 3-(2-tert-butoxycarbonylamino-4-methyl-pentanoylsulfanyl)-propionic acid → (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)

Guidance literature:

Multistep reaction;

DOI:10.1021/ja9621105

Reference yield: 92.0%

(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) → (3R,6S,9S)-9-Benzyl-6-isobutyl-3-mercaptomethyl-1,4,7,10,13-pentaaza-cyclopentadecane-2,5,8,11,14-pentaone

Guidance literature:

With phosphate buffer; tris(carboxyethyl)phosphine; 3-mercaptopropionic acid; In water; for 2h; pH=7.2;

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) → Cys-Gly-Gly-Phe-Leu-NH-OH

Guidance literature:

Multi-step reaction with 2 steps

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

2: NH₂OH / H₂O / pH 9

With disodium hydrogenphosphate; tris(carboxyethyl)phosphine; hydroxylamine; citric acid; In water; 1: Cyclization / 2: Ring cleavage;

DOI:10.1021/ja9621105

upstream raw materials:

BOC-glycine

N-tert-butoxycarbonyl-L-phenylalanine

Boc-cysteine(4-Me-Bn)

Downstream raw materials:

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