(S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid

Base Information

• Chemical Name: (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid
• CAS No.: 1384275-60-8
• Molecular Formula: C₃₇H₅₀N₄O₇
• Molecular Weight: 662.827
• Mol file: 1384275-60-8.mol

Synonyms:(S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid

Chemical Property of (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid

There total 12 articles about (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic 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: 100.0%

benzyl (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidine-2-carboxamido)-3,3-diphenylpropanoate (1384275-58-4) → (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid (1384275-60-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; In 1,4-dioxane; at 20 ℃; for 6.5h;

DOI:10.1016/j.bmcl.2012.04.134

Reference yield:

benzyl (S)-2-((S)-1-((S)-2-((tert-butoxycarbonyl)amino)-2-cyclohexylacetyl)pyrrolidine-2-carboxamido)-3,3-diphenylpropanoate (1384275-56-2) → (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid (1384275-60-8)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane / 4.5 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 20 °C

3: palladium on activated charcoal; hydrogen / 1,4-dioxane / 6.5 h / 20 °C

With hydrogenchloride; palladium on activated charcoal; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.04.134

Reference yield:

tert-butyl (S)-2-(((S)-1-(benzyloxy)-1-oxo-3,3-diphenylpropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate (1384275-54-0) → (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid (1384275-60-8)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / 1,4-dioxane / 4.5 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 13 h / 20 °C

3: hydrogenchloride / 1,4-dioxane / 4.5 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 20 °C

5: palladium on activated charcoal; hydrogen / 1,4-dioxane / 6.5 h / 20 °C

With hydrogenchloride; palladium on activated charcoal; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.04.134

upstream raw materials:

benzyl (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidine-2-carboxamido)-3,3-diphenylpropanoate

C₂₂H₂₁NO₂*ClH

tert-butyl (S)-2-(((S)-1-(benzyloxy)-1-oxo-3,3-diphenylpropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate

benzyl (S)-2-((S)-1-((S)-2-((tert-butoxycarbonyl)amino)-2-cyclohexylacetyl)pyrrolidine-2-carboxamido)-3,3-diphenylpropanoate

Downstream raw materials:

C₅₃H₆₆N₆O₈

Refernces

• 1、 -. "BI-FUNCTIONAL COMPOUNDS AND METHODS FOR TARGETED UBIQUITINATION OF ANDROGEN RECEPTOR". Paragraph 0169; 0175. . Retrieved 2020/08/19.
• 2、 Itoh, Yukihiro,Ishikawa, Minoru,Kitaguchi, Risa,Okuhira, Keiichiro,Naito, Mikihiko,Hashimoto, Yuichi. "Double protein knockdown of cIAP1 and CRABP-II using a hybrid molecule consisting of ATRA and IAPs antagonist". . p. 4453 - 4457. Retrieved 2012/08/07.