(S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide

Base Information

Chemical Name:(S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide
CAS No.:1357920-89-8
Molecular Formula:C₃₀H₃₇FN₆O₃
Molecular Weight:548.661
Hs Code.:

(S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide

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Chemical Property of (S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide

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Technology Process of (S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide

There total 6 articles about (S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide 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: 33.9%

: C₂₅H₂₈ClFN₄O₂

: 7531-52-4
L-prolinamide

: 1357920-89-8,1388225-71-5
(S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide

Guidance literature:: In acetonitrile; at 20 ℃;
DOI:10.1021/jm3005866

Reference yield:

: 503315-74-0
(3-fluoro-4-nitrophenyl)methanol

: 1357920-89-8,1388225-71-5
(S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 80 °C

2: palladium 10% on activated carbon; hydrogen / ethanol

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 60 °C

4: thionyl chloride / dichloromethane / 0.5 h / 0 - 20 °C

5: acetonitrile / 20 °C

With thionyl chloride; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jm3005866

Reference yield:

: 1357924-77-6
(1s,4s)-4-(2-amino-5-(hydroxymethyl)phenylamino)-N-isopropylcyclohexanecarboxamide

: 1357920-89-8,1388225-71-5
(S)-1-(((E)-2-((4-fluorobenzoyl)imino)-3-((1s,4R)-4-(isopropylcarbamoyl)cyclohexyl)-2,3-dihydro-1H-benzo[d]imidazol-5-yl)methyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 60 °C

2: thionyl chloride / dichloromethane / 0.5 h / 0 - 20 °C

3: acetonitrile / 20 °C

With thionyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm3005866