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

Base Information

Chemical Name:(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxy-3-methylbutan-2-yl)-3-methylpiperidin-2-one
CAS No.:1352073-07-4
Molecular Formula:C₂₆H₃₁Cl₂NO₂
Molecular Weight:460.444
Hs Code.:

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

There total 23 articles about (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxy-3-methylbutan-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:

: (3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-isopropyl-8-methyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-c]pyridin-4-ium trifluoromethanesulfonate

: 1352073-07-4
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxy-3-methylbutan-2-yl)-3-methylpiperidin-2-one

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran;
DOI:10.1021/jm500627s

Reference yield:

: 1352076-45-9
(3S,5R,6R)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one

: 1352073-07-4
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxy-3-methylbutan-2-yl)-3-methylpiperidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: neat (no solvent) / 100 °C

2: 2,6-dimethylpyridine / -50 °C

3: lithium hydroxide; water / tetrahydrofuran

With 2,6-dimethylpyridine; water; lithium hydroxide; In tetrahydrofuran;
DOI:10.1021/jm500627s

Reference yield:

: 1878-65-5
3-chlorophenylacetic acid

: 1352073-07-4
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-1-hydroxy-3-methylbutan-2-yl)-3-methylpiperidin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: aluminum (III) chloride; thionyl chloride

2: potassium tert-butylate / tetrahydrofuran

3: ruthenium(II) dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]; hydrogen; sodium t-butanolate / isopropyl alcohol / 45 h / 2585.81 Torr

4: lithium hydroxide; methanol / tetrahydrofuran; water

5: pyridinium p-toluenesulfonate / toluene / Reflux; Dean-Stark

6: lithium hexamethyldisilazane / tetrahydrofuran / -30 - -5 °C

7: neat (no solvent) / 100 °C

8: 2,6-dimethylpyridine / -50 °C

9: lithium hydroxide; water / tetrahydrofuran

With 2,6-dimethylpyridine; methanol; aluminum (III) chloride; thionyl chloride; ruthenium(II) dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]; potassium tert-butylate; water; hydrogen; pyridinium p-toluenesulfonate; lithium hydroxide; lithium hexamethyldisilazane; sodium t-butanolate; In tetrahydrofuran; water; isopropyl alcohol; toluene; 1: |Friedel-Crafts Acylation;
DOI:10.1021/jm500627s