(1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide

Base Information

Chemical Name:(1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide
CAS No.:1095535-38-8
Molecular Formula:C₂₅H₃₄N₄O₄
Molecular Weight:454.569
Hs Code.:

Synonyms:(1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide

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Chemical Property of (1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide

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Technology Process of (1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide

There total 4 articles about (1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide 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: 57.0%

: 85-42-7,13149-00-3,14166-21-3,31982-85-1,71749-03-6,97233-90-4
trans-1,2-cyclohexanedicarboxylic anhydride

: (R)-1-(3,4-dimethoxyphenyl)-3-methylpiperazine hydrochloride

: 127946-77-4
1-amino-1-cyclopropanecarbonitrile hydrochloride

: 1095535-38-8
(1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide

Guidance literature:: trans-1,2-cyclohexanedicarboxylic anhydride; (R)-1-(3,4-dimethoxyphenyl)-3-methylpiperazine hydrochloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 72h;

1-amino-1-cyclopropanecarbonitrile hydrochloride; With HATU; In dichloromethane; at 20 ℃; for 16h; Enzymatic reaction;
DOI:10.1021/jm301119s

Reference yield:

: 1095539-51-7
(R)-tert-butyl 4-(3,4-dimethoxyphenyl)-2-methylpiperazine-1-carboxylate

: 1095535-38-8
(1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / methanol / 16 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 72 h / 20 °C

2.2: 16 h / 20 °C / Enzymatic reaction

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/jm301119s

Reference yield:

: 709-09-1
3,4-dimethoxynitrobenzene

: 1095535-38-8
(1R,2R)-N-(1-cyanocyclopropyl)-2-{[(R)-4-(3,4-dimethoxyphenyl)-2-methylpiperazin-1-yl]carbonyl}cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; sodium t-butanolate / toluene / 16 h / Inert atmosphere; Reflux

2.1: hydrogenchloride / methanol / 16 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 72 h / 20 °C

3.2: 16 h / 20 °C / Enzymatic reaction

With hydrogenchloride; palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; In methanol; dichloromethane; toluene;
DOI:10.1021/jm301119s