(3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one

Base Information

• Chemical Name: (3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one
• CAS No.: 1584731-84-9
• Molecular Formula: C₂₈H₃₅Cl₂NO₂S
• Molecular Weight: 520.563

Synonyms:(3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one

Chemical Property of (3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one

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Technology Process of (3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one

There total 1 articles about (3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-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: 17.0%

(5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-3-((2-(trimethylsilyl)ethoxy)methyl)piperidin-2-one → (3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one (1584731-84-9) + (3S,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one (1584732-13-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jm401911v

Reference yield: 100.0%

(3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one (1584731-84-9) + Methanesulfonic anhydride (7143-01-3) → ((3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl methanesulfonate (1584731-85-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jm401911v

Reference yield: 86.0%

(3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(hydroxymethyl)-3-methylpiperidin-2-one (1584731-84-9) → (3S,5R,6S)-3-(bromomethyl)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methylpiperidin-2-one

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In acetonitrile; at 55 ℃; for 5h; Inert atmosphere;

DOI:10.1021/jm401911v

Downstream raw materials:

(3R,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-6-(4-chloro-3-fluorophenyl)-5-(3-chlorophenyl)-3-(hydrazinylmethyl)-3-methylpiperidin-2-one

ethyl 1-(((3R,5R,6S)-1-((S)-2-(tert-butylthio)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)-methyl)-1H-pyrazole-4-carboxylate

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

(3S,5R,6S)-1-((S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-3-((pyrimidin-2-ylsulfonyl)methyl)piperidin-2-one

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