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

Base Information

Chemical Name:(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one
CAS No.:1352077-67-8
Molecular Formula:C₂₄H₂₅Cl₂NO
Molecular Weight:414.375
Hs Code.:

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

Suppliers and Price of (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 6 articles about (3S,5R,6S)-3-allyl-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: 60.0%

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

: 106-95-6
allyl bromide

: 1352077-67-8
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

: 1352077-68-9
(3R,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm300354j

Reference yield:

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

: 1352077-67-8
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 5 h / 0 - 25 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

With sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm300354j

Reference yield:

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

: 1352077-67-8
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

Guidance literature:: Multi-step reaction with 8 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

8.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

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