(R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionic acid

Base Information

• Chemical Name: (R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionic acid
• CAS No.: 102995-64-2
• Molecular Formula: C₄₀H₅₆N₆O₉S₂
• Molecular Weight: 829.051
• Mol file: 102995-64-2.mol

Synonyms:

Chemical Property of (R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionic acid

There total 1 articles about (R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionic acid 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:

t-Boc-L-valine (13734-41-3) + N-tert-butyloxycarbonylasparagine (7536-55-2) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + (R)-2-((tert-butoxycarbonyl)amino)-3-(4-ethoxyphenyl)propanoic acid (76757-92-1,247088-44-4) → (R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionic acid (102995-64-2)

Guidance literature:

Multistep reaction; further educt: β-<(4-methylbenzyl)thio>-β,β-pentamethylenepropionic acid; solid phase method;

DOI:10.1021/jm00122a017

Reference yield:

(R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionic acid (102995-64-2) → (10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carboxylic acid (98612-58-9)

Guidance literature:

With potassium hexacyanoferrate(III); In water; Yield given;

DOI:10.1021/jm00122a017

Reference yield:

(R)-2-{(S)-3-Carbamoyl-2-[(S)-2-((S)-2-{(R)-3-(4-ethoxy-phenyl)-2-[2-(1-mercapto-cyclohexyl)-acetylamino]-propionylamino}-3-phenyl-propionylamino)-3-methyl-butyrylamino]-propionylamino}-3-mercapto-propionic acid (102995-64-2) → (10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carboxylic acid (4-amino-butyl)-amide (117861-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium ferricyanide / H₂O

2: 1.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole hydrate, 2.) trifluoroacetic acid / 1.) DMF, room temperature, 2.) 0 deg C

With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; potassium hexacyanoferrate(III); In water;

DOI:10.1021/jm00122a017

upstream raw materials:

t-Boc-L-valine

N-tert-butyloxycarbonylasparagine

N-tert-butoxycarbonyl-L-phenylalanine

(R)-2-((tert-butoxycarbonyl)amino)-3-(4-ethoxyphenyl)propanoic acid

Downstream raw materials:

(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carboxylic acid

(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carboxylic acid (4-amino-butyl)-amide

(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carboxylic acid (5-amino-pentyl)-amide

(10R,13S,16S,19S,22R)-19-Benzyl-13-carbamoylmethyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carboxylic acid (5-guanidino-pentyl)-amide