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

Base Information

Chemical Name:(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((2S,3S)-2-hydroxypentan-3-yl)-3-methylpiperidin-2-one
CAS No.:1352072-73-1
Molecular Formula:C₂₆H₃₁Cl₂NO₂
Molecular Weight:460.444
Hs Code.:

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

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

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

There total 15 articles about (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((2S,3S)-2-hydroxypentan-3-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: 88.0%

: 1352072-36-6
(2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

: 1352072-73-1
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((2S,3S)-2-hydroxypentan-3-yl)-3-methylpiperidin-2-one

Guidance literature:: With sodium hydrogencarbonate; In 1,2-dichloro-ethane; at 50 ℃; for 72h;
DOI:10.1021/ja305123v

Reference yield:

: 1352073-02-9
methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-5-oxopentanoate

: 1352072-73-1
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((2S,3S)-2-hydroxypentan-3-yl)-3-methylpiperidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate / toluene / 1.5 h / Inert atmosphere

1.2: 72 h / 20 °C / 2585.81 Torr / Inert atmosphere

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

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

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

5.1: triethylamine / 96 h / 90 °C / Inert atmosphere; Neat (no solvent)

6.1: 2,6-dimethylpyridine / dichloromethane / -50 - 0 °C

7.1: sodium hydrogencarbonate / 1,2-dichloro-ethane / 72 h / 50 °C

With 2,6-dimethylpyridine; RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate; water; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/ja305123v

Reference yield:

: (5R,6R)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one

: 1352072-73-1
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((2S,3S)-2-hydroxypentan-3-yl)-3-methylpiperidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

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

2: triethylamine / 96 h / 90 °C / Inert atmosphere; Neat (no solvent)

3: 2,6-dimethylpyridine / dichloromethane / -50 - 0 °C

4: sodium hydrogencarbonate / 1,2-dichloro-ethane / 72 h / 50 °C

With 2,6-dimethylpyridine; sodium hydrogencarbonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja305123v