(S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1312547-01-5
• Molecular Formula: C₃₈H₄₅N₇O₅S₂
• Molecular Weight: 743.951
• Mol file: 1312547-01-5.mol

Synonyms:(S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester

There total 16 articles about (S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl 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: 59.0%

2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid acid tert-butyl ester (1352718-88-7) + {(S)-2-methyl-1-[(S)-2-(4-{4-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)thieno[3,2-b]thiophen-3-yl]phenyl}-1H-imidazol-2-yl)pyrrolidine-1-carbonyl]propyl}carbamic acid methyl ester (1312547-80-0) → (S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester (1312547-01-5)

Guidance literature:

With sodium carbonate; Pd(PPh₃)4; In water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield: 59.0%

(S)-2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1007882-59-8) + {(S)-2-methyl-1-[(S)-2-(4-{4-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)thieno[3,2-b]thiophen-3-yl]phenyl}-1H-imidazol-2-yl)pyrrolidine-1-carbonyl]propyl}carbamic acid methyl ester (1312547-80-0) → (S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester (1312547-01-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 2h;

Reference yield:

Boc-L-Pro-H (69610-41-9,117625-90-8) → (S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester (1312547-01-5)

Guidance literature:

Multi-step reaction with 4 steps

1: water; NH₃-CH₃OH; methanol

2: dichloromethane

3: n-butyllithium / ethyl acetate; hexane; water; tetrahydrofuran; methanol

4: sodium carbonate / Pd(PPh₃)4 / ethyl acetate; N,N-dimethyl-formamide; water

With n-butyllithium; sodium carbonate; Pd(PPh₃)4; In tetrahydrofuran; methanol; NH₃-CH₃OH; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

Boc-L-Pro-H

(S) 2-(1H-imidazol-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester

2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid acid tert-butyl ester

{(S)-2-methyl-1-[(S)-2-(4-{4-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)thieno[3,2-b]thiophen-3-yl]phenyl}-1H-imidazol-2-yl)pyrrolidine-1-carbonyl]propyl}carbamic acid methyl ester

Downstream raw materials:

[(S)-1-((S)-2-{4-[4-(6-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-3H-imidazol-4-ylethynyl}thieno[3,2-b]thiophen-3-yl)phenyl]-1H-imidazol-2-yl}pyrrolidine-1-carbonyl)-2-methylpropyl]carbamic acid methyl ester

[(S)-1-((S)-2-{5-[4-(5-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-3H-imidazol-4-yl}-thieno[3,2-b]thiophen-2-yl)phenyl]-1H-imidazol-2-yl}pyrrolidine-1-carbonyl)-2-methylpropyl]carbamic acid methyl ester

[(S)-1-((S)-2-{4-[4-(6-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-3H-benzoimidazol-5-yl}thieno[3,2-b]thiophen-3-yl)phenyl]-1H-imidazol-2-yl}pyrrolidine-1-carbonyl)-2-methylpropyl]carbamic acid methyl ester

[(S)-1-((S)-2-{4-[4-(6-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-3H-imidazol-4-yl}thieno[3,2-b]thiophen-3-yl)phenyl]-1H-imidazol-2-yl}pyrrolidine-1-carbonyl)-2-methylpropyl]carbamicacid methyl ester