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 chloride

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 chloride
• CAS No.: 1584731-91-8
• Molecular Formula: C₂₉H₃₄Cl₃NO₄S
• Molecular Weight: 599.018
• Mol file: 1584731-91-8.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 chloride

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 chloride

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 chloride

There total 19 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 chloride 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 chloride (1584731-91-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: oxalyl dichloride / dichloromethane / 1 h / 20 °C

With sodium periodate; oxalyl dichloride; rhodium(III) chloride hydrate; In dichloromethane; water; ethyl acetate; acetonitrile;

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 chloride (1584731-91-8)

Guidance literature:

Multi-step reaction with 5 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

5.1: oxalyl dichloride / dichloromethane / 1 h / 20 °C

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

Reference yield:

(2S)-2-((2R,3R)-2-(3-chlorophenyl)-3-(4-chlorophenyl)-3-hydroxypropyl)-N-((S)-1-cyclopropyl-2-hydroxyethyl)-2-methylpent-4-enamide (1623432-52-9) → 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 chloride (1584731-91-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 26 h / 7 °C / Reflux

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

2.2: 12 h / 60 °C

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

4.1: oxalyl dichloride / dichloromethane / 1 h / 20 °C

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

upstream raw materials:

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

(S)-2-amino-2-cyclopropylethan-1-ol

(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

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)acetamide

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

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

ethyl 2-(2-(((3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)thiazol-5-yl)acetate