(3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one

Base Information

Chemical Name:(3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one
CAS No.:1365552-94-8
Molecular Formula:C₂₁H₁₆FNO₃S
Molecular Weight:381.427
Hs Code.:

Synonyms:(3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one

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Technology Process of (3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one

There total 3 articles about (3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-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: 84.0%

: 653-37-2
perfluorobenzaldehyde

: 1365552-30-2
N-[(S)-(2-bromo-4-fluorophenyl)phenylmethyl]-4-methylbenzenesulfonamide

: 1365552-94-8
(3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one

Guidance literature:: With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,3-bis-(diphenylphosphino)propane; potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 130 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jo300201g

Reference yield:

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1228802-75-2
N-[(2-bromo-4-fluorophenyl)methylene]-4-methylbenzenesulfonamide

: 98-80-6
phenylboronic acid

: (3R)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one

: 1365552-94-8
(3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one

Guidance literature:: N-[(2-bromo-4-fluorophenyl)methylene]-4-methylbenzenesulfonamide; phenylboronic acid; With C₂₂H₂₁ClO₂Rh; potassium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 60 ℃; for 2h;

formaldehyd; With 1,3-bis-(diphenylphosphino)propane; potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 130 ℃; for 11h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/jo300201g

Reference yield:

: 1228802-75-2
N-[(2-bromo-4-fluorophenyl)methylene]-4-methylbenzenesulfonamide

: 1365552-94-8
(3S)-2,3-dihydro-6-fluoro-2-[(4-methylphenyl)sulfonyl]-3-phenyl-1H-isoindol-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: C₂₂H₂₁ClO₂Rh; potassium hydroxide / 5,5-dimethyl-1,3-cyclohexadiene / 2 h / 60 °C

2: chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,3-bis-(diphenylphosphino)propane; potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 15 h / 130 °C / Inert atmosphere

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; C₂₂H₂₁ClO₂Rh; 1,3-bis-(diphenylphosphino)propane; potassium carbonate; potassium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene;
DOI:10.1021/jo300201g