3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl chloride

Base Information

Chemical Name:3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl chloride
CAS No.:1224933-72-5
Molecular Formula:C₂₃H₂₃ClF₃NO₅S
Molecular Weight:517.954
Hs Code.:

Synonyms:3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl chloride

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Chemical Property of 3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl chloride

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Technology Process of 3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl chloride

There total 4 articles about 3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl 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: 51.0%

: 1224933-71-4
[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindol-2-yl]-[2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-methanone

: 1224933-72-5
3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl chloride

Guidance literature:: With chlorosulfonic acid; In 1,2-dichloro-ethane; at 55 ℃; for 1h; regioselective reaction; Cooling with ice;
DOI:10.1002/jlcr.1911

Reference yield:

: 1224933-70-3
2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid

: 1224933-72-5
3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl chloride

Guidance literature:: Multi-step reaction with 2 steps

1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: chlorosulfonic acid / 1,2-dichloro-ethane / 1 h / 55 °C / Cooling with ice

With chlorosulfonic acid; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2: Friedel Crafts chlorosulfonation;
DOI:10.1002/jlcr.1911

Reference yield:

: 905362-70-1
5-(tetrahydropyran-4-yl)-2,3-dihydro-1H-isoindole

: 1224933-72-5
3-[5-(tetrahydro-pyran-4-yl)-1,3-dihydro-isoindole-2-carbonyl]-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)benzenesulfonyl chloride

Guidance literature:: Multi-step reaction with 2 steps

1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: chlorosulfonic acid / 1,2-dichloro-ethane / 1 h / 55 °C / Cooling with ice

With chlorosulfonic acid; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2: Friedel Crafts chlorosulfonation;
DOI:10.1002/jlcr.1911