(S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Base Information

• Chemical Name: (S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester
• CAS No.: 128044-37-1
• Molecular Formula: C₄₀H₄₉F₅N₈O₉S₂
• Molecular Weight: 945.001
• Mol file: 128044-37-1.mol

Synonyms:(S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Chemical Property of (S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

There total 2 articles about (S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl 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%

2,3,4,5,6-pentafluorophenol (771-61-9) + Boc-L-Leu-L-(gln)Thz-(gly)Thz-L-Val-L-Pro-OH (140387-18-4) → (S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester (128044-37-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; 1) -20 deg C, 2) 12h, RT;

DOI:10.1016/S0040-4020(01)85446-6

Reference yield:

N-t-Boc-L-Leu-L-(Gln)Thz-(Gly)Thz-L-Val-L-Pro-OMe (111238-38-1) → (S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester (128044-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 1 N NaOH, 2) 3N HCl / dioxane

2: DCCI / 1,2-dimethoxy-ethane

With hydrogenchloride; sodium hydroxide; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane;

DOI:10.1021/ja00258a081

Reference yield:

(S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester (128044-37-1) + trifluoroacetic acid (76-05-1) → (S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-Amino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester; compound with trifluoro-acetic acid (140212-85-7)

Guidance literature:

for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85446-6

upstream raw materials:

2,3,4,5,6-pentafluorophenol

Boc-L-Leu-L-(gln)Thz-(gly)Thz-L-Val-L-Pro-OH

N-t-Boc-L-Leu-L-(Gln)Thz-(Gly)Thz-L-Val-L-Pro-OMe

Downstream raw materials:

(S)-1-[(S)-2-({2-[({2-[(S)-1-((S)-2-Amino-4-methyl-pentanoylamino)-3-carbamoyl-propyl]-thiazole-4-carbonyl}-amino)-methyl]-thiazole-4-carbonyl}-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid pentafluorophenyl ester; compound with trifluoro-acetic acid