(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

Base Information

Chemical Name:(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one
CAS No.:1352074-65-7
Molecular Formula:C₂₁H₂₁Cl₂NO
Molecular Weight:374.31
Hs Code.:

Synonyms:(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

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Chemical Property of (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

Chemical Property:

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Technology Process of (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

There total 7 articles about (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one 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:

: 1352074-00-0
(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)piperidin-2-one

: 7051-34-5
cyclopropylcarbinyl bromide

: 1352074-65-7
(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

Guidance literature:: (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)piperidin-2-one; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.333333h; Inert atmosphere;

cyclopropylcarbinyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃; for 5h; Inert atmosphere;
DOI:10.1021/jm300354j

Reference yield:

: (+/-)-(4S,5R)-methyl 5-azido-4-(3-chlorophenyl)-5-(4-chlorophenyl)pentanoate

: 1352074-65-7
(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylphosphane / tetrahydrofuran; water / 1 h / 25 °C / Inert atmosphere

2.1: sodium hydrogencarbonate / methanol; water / Inert atmosphere; Reflux

3.1: Chiralcel OD-H / hexane; isopropyl alcohol / Resolution of racemate

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

4.2: 5 h / 0 - 25 °C / Inert atmosphere

With sodium hydride; sodium hydrogencarbonate; trimethylphosphane; In tetrahydrofuran; methanol; hexane; water; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;
DOI:10.1021/jm300354j

Reference yield:

: 1352074-47-5
methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-oxopentanoate

: 1352074-65-7
(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanol; sodium tetrahydroborate / 1 h / 25 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 0.5 h / 90 °C / Inert atmosphere

4.1: trimethylphosphane / tetrahydrofuran; water / 1 h / 25 °C / Inert atmosphere

5.1: sodium hydrogencarbonate / methanol; water / Inert atmosphere; Reflux

6.1: Chiralcel OD-H / hexane; isopropyl alcohol / Resolution of racemate

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

7.2: 5 h / 0 - 25 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; sodium azide; sodium hydride; sodium hydrogencarbonate; triethylamine; trimethylphosphane; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;
DOI:10.1021/jm300354j