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

Base Information

• Chemical Name: (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one
• CAS No.: 1352072-12-8
• Molecular Formula: C₂₁H₂₁Cl₂NO
• Molecular Weight: 374.31

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

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

Chemical Property:

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

There total 1 articles about (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-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: 70.0%

(5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(4-methoxybenzyl)-3-methylpiperidin-2-one → (3R,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one (1375799-19-1) + (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one (1352072-12-8)

Guidance literature:

With trifluoroacetic acid; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm300354j

Reference yield: 82.0%

2-(1-bromopropyl)pyridine (333969-32-7) + (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one (1352072-12-8) → (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-(1-(pyridin-2-yl)propyl)piperidin-2-one

Guidance literature:

(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.133333h; Inert atmosphere;

2-(1-bromopropyl)pyridine; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 3.16667h;

DOI:10.1021/ml500142b

Reference yield: 69.8%

(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one (1352072-12-8) + phenylboronic acid (98-80-6) → (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-phenylpiperidin-2-one (1619258-11-5)

Guidance literature:

With dmap; copper diacetate; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at 95 ℃; for 18h;

DOI:10.1021/ml500142b

Downstream raw materials:

2-((3R,5R,6S)-1-((S)-1-(tert-butoxy)-1-oxo-butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)acetic acid

C₂₈H₃₄Cl₂N₂O₄

(S)-tert-butyl 2-((3R,5R,6S)-3-((1H-tetrazol-5-yl)methyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)butanoate

(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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