(S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-one

Base Information

Chemical Name:(S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-one
CAS No.:1266347-72-1
Molecular Formula:C₂₁H₂₂N₂O₃S
Molecular Weight:382.483
Hs Code.:

Synonyms:(S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-one

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Chemical Property of (S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-one

Chemical Property:

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Technology Process of (S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-one

There total 7 articles about (S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-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: 65.0%

: 1266347-64-1
(1R,2S,5S)-N-benzyl-N-methyl-2-((1-methyl-1H-indol-3-yl)methyl)-3-(phenylsulfonyl)-3-azabicyclo[3.1.0]hexan-1-amine

: 1266347-72-1
(S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-one

Guidance literature:: With formic acid; palladium 10% on activated carbon; hydrogen; In ethanol; water; at 20 ℃; for 20h; under 760.051 Torr;
DOI:10.1021/ol103105q

Reference yield:

: (2S)-2-amino-3-(1-methyl-1H-indol-3-yl)propionic acid methyl ester hydrochloride

: 1266347-72-1
(S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 6 h / 20 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 6 h / 20 °C

3.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 3 h / 0 - 20 °C

4.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 0 °C / Inert atmosphere

5.1: triisopropoxytitanium(IV) chloride / tetrahydrofuran / Inert atmosphere

5.2: 13 h / Inert atmosphere

6.1: palladium 10% on activated carbon; formic acid; hydrogen / ethanol; water / 20 h / 20 °C / 760.05 Torr

With triisopropoxytitanium(IV) chloride; formic acid; lithium hydroxide monohydrate; palladium 10% on activated carbon; water; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 5.1: Kulinkovich reaction / 5.2: Kulinkovich reaction;
DOI:10.1021/ol103105q

Reference yield:

: 1266347-49-2
(S)-methyl 2-(N-allylphenylsulfonamido)-3-(1-methyl-1H-indol-3-yl)propanoate

: 1266347-72-1
(S)-2-((1-methyl-1H-indol-3-yl)methyl)-1-(phenylsulfonyl)piperidin-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 3 h / 0 - 20 °C

2.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / dichloromethane / 0 °C / Inert atmosphere

3.1: triisopropoxytitanium(IV) chloride / tetrahydrofuran / Inert atmosphere

3.2: 13 h / Inert atmosphere

4.1: palladium 10% on activated carbon; formic acid; hydrogen / ethanol; water / 20 h / 20 °C / 760.05 Torr

With triisopropoxytitanium(IV) chloride; formic acid; lithium hydroxide monohydrate; palladium 10% on activated carbon; water; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 3.1: Kulinkovich reaction / 3.2: Kulinkovich reaction;
DOI:10.1021/ol103105q