4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide

Base Information

Chemical Name:4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide
CAS No.:1240914-02-6
Molecular Formula:C₂₀H₂₇N₃O₂
Molecular Weight:341.453
Hs Code.:

Synonyms:4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide

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Chemical Property of 4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide

Chemical Property:

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Technology Process of 4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide

There total 13 articles about 4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide 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:

: 75336-86-6
(2R)-methylpiperazine

: 1240914-03-7
4-{(1S, 2S)-2-[((R)-4-cyclobutyl-2-methylpiperazin-1-yl)carbonyl]-cyclopropyl}-benzamide

: 1240914-02-6
4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: dichloromethane / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 48 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

4: triethylamine; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane

5: ChiralPak AD-H / isopropyl alcohol; N,N-dimethyl-ethanamine / 35 °C / Resolution of racemate

With sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In N,N-dimethyl-ethanamine; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 1332343-96-0
4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide

: 1240914-03-7
4-{(1S, 2S)-2-[((R)-4-cyclobutyl-2-methylpiperazin-1-yl)carbonyl]-cyclopropyl}-benzamide

: 1240914-02-6
4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide

Guidance literature:: With ChiralPak AD-H; In N,N-dimethyl-ethanamine; isopropyl alcohol; at 35 ℃; Purification / work up; Resolution of racemate;

Reference yield:

: trans-[2-(4-bromo-phenyl)-cyclopropyl]-methanol

: 1240914-03-7
4-{(1S, 2S)-2-[((R)-4-cyclobutyl-2-methylpiperazin-1-yl)carbonyl]-cyclopropyl}-benzamide

: 1240914-02-6
4-((trans)-2-((R)-4-cyclobutyl-2-methylpiperazine-1-carbonyl)cyclopropyl)benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium carbonate / 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate / ISOPROPYLAMIDE / 17 h / 150 °C / Inert atmosphere

2.1: Jones reagent / acetone / -10 - 20 °C

3.1: potassium hydroxide / tert-butyl alcohol / 70 °C

3.2: pH 4 - 5

4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 48 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

6.1: triethylamine; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane

7.1: ChiralPak AD-H / isopropyl alcohol; N,N-dimethyl-ethanamine / 35 °C / Resolution of racemate

With Jones reagent; sodium tris(acetoxy)borohydride; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; In N,N-dimethyl-ethanamine; dichloromethane; ISOPROPYLAMIDE; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; acetone; tert-butyl alcohol;