2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid

Base Information

Chemical Name:2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid
CAS No.:1352062-87-3
Molecular Formula:C₂₃H₂₃Cl₂NO₃
Molecular Weight:432.347
Hs Code.:

Synonyms:2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid

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Chemical Property of 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid

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Technology Process of 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid

There total 6 articles about 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid 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: 78.0%

: 1352077-67-8
(3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)piperidin-2-one

: 1352062-87-3
2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid

Guidance literature:: With sodium periodate; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; acetonitrile; at 25 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm300354j

Reference yield:

: 1352074-00-0
(5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)piperidin-2-one

: 1352062-87-3
2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

1.2: 5 h / 0 - 25 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

3.1: sodium periodate; ruthenium(III) trichloride hydrate / tetrachloromethane; water; acetonitrile / 3 h / 25 °C / Inert atmosphere

With sodium periodate; ruthenium(III) trichloride hydrate; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1021/jm300354j

Reference yield:

: (+/-)-(4S,5S)-methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxypentanoate

: 1352062-87-3
2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopropylmethyl)-2-oxopiperidin-3-yl)acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: sodium azide / N,N-dimethyl-formamide / 0.5 h / 90 °C / Inert atmosphere

3.1: trimethylphosphane / tetrahydrofuran; water / 1 h / 25 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / methanol; water / Inert atmosphere; Reflux

5.1: Chiralcel OD-H / hexane; isopropyl alcohol / Resolution of racemate

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

6.2: 5 h / 0 - 25 °C / Inert atmosphere

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

8.1: sodium periodate; ruthenium(III) trichloride hydrate / tetrachloromethane; water; acetonitrile / 3 h / 25 °C / Inert atmosphere

With sodium periodate; sodium azide; ruthenium(III) trichloride hydrate; sodium hydride; sodium hydrogencarbonate; triethylamine; lithium hexamethyldisilazane; trimethylphosphane; In tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; mineral oil;
DOI:10.1021/jm300354j