(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile

Base Information

Chemical Name:(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile
CAS No.:1559022-14-8
Molecular Formula:C₂₆H₂₈Cl₂N₂O
Molecular Weight:455.427
Hs Code.:

Synonyms:(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile

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Chemical Property of (S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile

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Technology Process of (S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile

There total 5 articles about (S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile 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: 56.0%

: 1559021-81-6
(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanamide

: 1559022-14-8
(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile

Guidance literature:: With triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; at 0 - 25 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/jm401753e

Reference yield:

: 1352075-22-9
(S)-2-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)butanal

: 1559022-14-8
(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 - 0 °C / Inert atmosphere

1.2: 12 h / 0 - 25 °C / Inert atmosphere

2.1: hydrogenchloride / acetonitrile / 1.5 h / 25 °C / Inert atmosphere

3.1: sodium chlorite; sodium dihydrogenphosphate / water; tert-butyl alcohol / 0.33 h / 20 °C / Inert atmosphere

4.1: 4-methyl-morpholine; isobutyl chloroformate; ammonium hydroxide / tetrahydrofuran; water / 0.5 h / 0 °C / Inert atmosphere

5.1: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 2.5 h / 0 - 25 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; ammonium hydroxide; sodium chlorite; sodium dihydrogenphosphate; potassium hexamethylsilazane; triethylamine; trifluoroacetic anhydride; isobutyl chloroformate; In tetrahydrofuran; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jm401753e

Reference yield:

: 1352076-07-3
(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanal

: 1559022-14-8
(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: sodium chlorite; sodium dihydrogenphosphate / water; tert-butyl alcohol / 0.33 h / 20 °C / Inert atmosphere

2: 4-methyl-morpholine; isobutyl chloroformate; ammonium hydroxide / tetrahydrofuran; water / 0.5 h / 0 °C / Inert atmosphere

3: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 2.5 h / 0 - 25 °C / Inert atmosphere

With 4-methyl-morpholine; ammonium hydroxide; sodium chlorite; sodium dihydrogenphosphate; triethylamine; trifluoroacetic anhydride; isobutyl chloroformate; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1021/jm401753e