2-((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)acetic acid

Base Information

• Chemical Name: 2-((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)acetic acid
• CAS No.: 1352066-57-9
• Molecular Formula: C₂₉H₃₅Cl₂NO₅S
• Molecular Weight: 580.573
• Mol file: 1352066-57-9.mol

Synonyms:2-((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)acetic acid

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 20 articles about 2-((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-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:

(3S,5R,6S)-3-allyl-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one → 2-((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)acetic acid (1352066-57-9)

Guidance literature:

With sodium periodate; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; acetonitrile; for 36h; Inert atmosphere;

DOI:10.1021/jm401753e

Reference yield:

(3S,5R,6R)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one (1352076-45-9) → 2-((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)acetic acid (1352066-57-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 25 h / 110 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 26 h / 7 °C / Reflux

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 60 °C

3.2: 12 h / 60 °C

4.1: sodium periodate; rhodium(III) chloride hydrate / ethyl acetate; acetonitrile; water / 3.5 h / 18 - 25 °C

With 2,6-dimethylpyridine; sodium periodate; rhodium(III) chloride hydrate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;

Reference yield:

C26H29Cl2NO2 (1352072-85-5) → 2-((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)acetic acid (1352066-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: cyanomethylenetributyl-phosphorane / toluene / 2 h / 25 - 110 °C / Inert atmosphere

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

With sodium periodate; ruthenium(III) trichloride hydrate; cyanomethylenetributyl-phosphorane; In tetrachloromethane; water; toluene; acetonitrile;

DOI:10.1021/jm401753e

upstream raw materials:

C₂₆H₂₉Cl₂NO₂

(2S)-2-((2R,3R)-2-(3-chlorophenyl)-3-(4-chlorophenyl)-3-hydroxypropyl)-N-((S)-1-cyclopropyl-2-hydroxyethyl)-2-methylpent-4-enamide

(3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-cyclopropyl-8-methyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium 4-methylbenzenesulfonate

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

Downstream raw materials:

2-((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)-N-phenylacetamide