(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.: 1559021-07-6
• Molecular Formula: C₂₅H₂₆Cl₂N₂O₃
• Molecular Weight: 473.399

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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 6 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:

(S)-2-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)butanal (1352075-22-9) → (S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile (1559021-07-6)

Guidance literature:

Multi-step reaction with 6 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

6.1: sodium periodate; ruthenium(III) trichloride hydrate / water; tetrachloromethane; acetonitrile / 36 h / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; ammonium hydroxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; ruthenium(III) trichloride hydrate; potassium hexamethylsilazane; triethylamine; trifluoroacetic anhydride; isobutyl chloroformate; In tetrahydrofuran; tetrachloromethane; water; toluene; acetonitrile; tert-butyl alcohol;

DOI:10.1021/jm401753e

Reference yield:

(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanamide (1559021-81-6) → (S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile (1559021-07-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: sodium periodate; ruthenium(III) trichloride hydrate / water; tetrachloromethane; acetonitrile / 36 h / Inert atmosphere

With sodium periodate; ruthenium(III) trichloride hydrate; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; tetrachloromethane; water; acetonitrile;

DOI:10.1021/jm401753e

Reference yield:

(S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanal (1352076-07-3) → (S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanenitrile (1559021-07-6)

Guidance literature:

Multi-step reaction with 4 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

4: sodium periodate; ruthenium(III) trichloride hydrate / water; tetrachloromethane; acetonitrile / 36 h / Inert atmosphere

With 4-methyl-morpholine; ammonium hydroxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; ruthenium(III) trichloride hydrate; triethylamine; trifluoroacetic anhydride; isobutyl chloroformate; In tetrahydrofuran; tetrachloromethane; water; acetonitrile; tert-butyl alcohol;

DOI:10.1021/jm401753e

upstream raw materials:

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

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

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

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

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