methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate

Base Information

• Chemical Name: methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate
• CAS No.: 1256384-78-7
• Molecular Formula: C₄₀H₄₈N₆O₆S₂
• Molecular Weight: 772.99
• Mol file: 1256384-78-7.mol

Synonyms:methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate

Chemical Property of methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate

There total 11 articles about methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate 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: 71.0%

5,5'-biphenyl-4,4'-diylbis{2-[(2S)-pyrrolidin-2-yl]-1,3-thiazole} (1282563-99-8) + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate (1256384-78-7)

Guidance literature:

N-methoxycarbonyl-L-valine; With benzotriazol-1-ol; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

5,5'-biphenyl-4,4'-diylbis{2-[(2S)-pyrrolidin-2-yl]-1,3-thiazole}; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2019.02.016

Reference yield:

di-tert-butyl (2S,2'S)-2,2’-(biphenyl-4,4'-diyldi-1,3-thiazole-5,2-diyl)dipyrrolidine-1-carboxylate (1256384-76-5) + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate (1256384-78-7)

Guidance literature:

di-tert-butyl (2S,2'S)-2,2’-(biphenyl-4,4'-diyldi-1,3-thiazole-5,2-diyl)dipyrrolidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; for 4h;

N-methoxycarbonyl-L-valine; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 1.5h;

Reference yield:

y (1007881-98-2) → methyl [(2S)-1-{(2S)-2-[5-(4’-{2-[(2S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}pyrrolidin-2-yl]-1,3-thiazol-5-yl}biphenyl-4-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate (1256384-78-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Lawessons reagent / tetrahydrofuran / 4 h / 80 °C

2.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 7 h / 80 °C

3.1: trifluoroacetic acid / dichloromethane / 4 h

3.2: 1.5 h

With Lawessons reagent; sodium hydrogencarbonate; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water;

upstream raw materials:

di-tert-butyl (2S,2'S)-2,2’-(biphenyl-4,4'-diyldi-1,3-thiazole-5,2-diyl)dipyrrolidine-1-carboxylate

N-methoxycarbonyl-L-valine

y

tert-butyl (2S)-2-[5-(4-bromophenyl)-1,3-thiazol-2-yl]pyrrolidine-1-carboxylate