(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-2-one

Base Information

Chemical Name:(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-2-one
CAS No.:1352074-13-5
Molecular Formula:C₂₅H₂₉Cl₂NO₂
Molecular Weight:446.417
Hs Code.:

Synonyms:(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-2-one

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Chemical Property of (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-2-one

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Technology Process of (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-2-one

There total 9 articles about (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-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: 69.0%

: 1375799-11-3
(S)-ethyl 2-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)butanoate

: 1352074-13-5
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-2-one

Guidance literature:: With lithium borohydride; In diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jm300354j

Reference yield:

: 1352072-12-8
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one

: 1352074-13-5
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-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: 4 h / 0 - 25 °C / Inert atmosphere

2.1: lithium borohydride / diethyl ether / 0.5 h / 0 °C / Inert atmosphere

With lithium borohydride; sodium hydride; In diethyl ether; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm300354j

Reference yield:

: (4R,5R)-isopropyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxy-2-methylpentanoate

: 1352074-13-5
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxybutan-2-yl)-3-methylpiperidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: water; lithium hydroxide / tetrahydrofuran; methanol / 24 h / 20 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / toluene / 2 h / Inert atmosphere; Reflux

3: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -35 - -5 °C / Inert atmosphere

4: toluene / 17 h / 100 °C / Inert atmosphere

5: 2,6-dimethylpyridine / dichloromethane / -78 - 0 °C / Inert atmosphere

6: water; sodium hydrogencarbonate / 2 h / 5 - 50 °C / Inert atmosphere

With 2,6-dimethylpyridine; water; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ja305123v