methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

Base Information

• Chemical Name: methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
• CAS No.: 1352391-68-4
• Molecular Formula: C₄₁H₄₈N₈O₆
• Molecular Weight: 748.882

Synonyms:methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

Chemical Property of methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

Chemical Property:

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Technology Process of methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

There total 7 articles about methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-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:

methyl (S)-3-methyl-1-((S)-2-(5-(4-((2-((S)-4-methyl-2,5-dihydro-1H-pyrrol-2-yl)-1H-benzo[d]imidazol-6-yl)ethynyl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-ylcarbamate (1352392-98-3) + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate (1352391-68-4)

Guidance literature:

N-methoxycarbonyl-L-valine; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

methyl (S)-3-methyl-1-((S)-2-(5-(4-((2-((S)-4-methyl-2,5-dihydro-1H-pyrrol-2-yl)-1H-benzo[d]imidazol-6-yl)ethynyl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-ylcarbamate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield:

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate (102195-80-2) → methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate (1352391-68-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

1.2: 3 h / -78 °C

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2.5 h / 95 °C / Inert atmosphere

3.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 20 °C

3.2: pH 3

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.17 h / 20 °C

4.2: 1 h

5.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 110 °C / sealed tube

6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C

7.2: 2 h / 20 °C

With lithium hydroxide monohydrate; water; sodium hexamethyldisilazane; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 5.1: Sonogashira Coupling;

Reference yield:

(S)-4-methyl-2,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (1228215-10-8) → methyl N-[(2S)-1-[(2S)-2-{5-[4-(2-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-1,3-benzodiazol-6-yl}ethynyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate (1352391-68-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 20 °C

1.2: pH 3

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.17 h / 20 °C

2.2: 1 h

3.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 110 °C / sealed tube

4.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h / 20 °C

5.2: 2 h / 20 °C

With lithium hydroxide monohydrate; water; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Sonogashira Coupling;

upstream raw materials:

methyl (S)-3-methyl-1-((S)-2-(5-(4-((2-((S)-4-methyl-2,5-dihydro-1H-pyrrol-2-yl)-1H-benzo[d]imidazol-6-yl)ethynyl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-ylcarbamate

N-methoxycarbonyl-L-valine

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

(S)-4-trifluoromethanesulfonyloxy-2,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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