(-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone

Base Information

Chemical Name:(-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone
CAS No.:1127645-59-3
Molecular Formula:C₁₈H₂₂FNO₃S
Molecular Weight:351.442
Hs Code.:

Synonyms:(-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone

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Chemical Property of (-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone

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Technology Process of (-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone

There total 1 articles about (-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone 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:

: 108448-77-7,124224-04-0
(+)-camphorsultam

: 405-50-5
p-Fluorophenylacetic acid

: 1127645-59-3
(-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone

Guidance literature:: (+)-camphorsultam; p-Fluorophenylacetic acid; With triethylamine; In toluene; at 80 ℃;

With pivaloyl chloride; In toluene; at 80 - 110 ℃; for 24h;
DOI:10.1002/cbdv.201000180

Reference yield: 87.0%

: 542-69-8
1-iodo-butane

: 1127645-59-3
(-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone

: 1127645-76-4
(2S)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]hexan-1-one

Guidance literature:: (-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

1-iodo-butane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1002/cbdv.201000180

Reference yield:

: 1127645-59-3
(-)-2-(4-fluorophenyl)-1-[(3aR,6S,7aS)-octahydro-8,8-dimethyl-2,2-dioxo-3a,6-methano-2,1-benzothiazol-1-yl]ethanone

: 1127646-00-7
(2S)-2-(4-fluorophenyl)pentan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate; water / tetrahydrofuran / 20 °C / Cooling with ice

With sodium tetrahydroborate; n-butyllithium; water; In tetrahydrofuran; hexane;
DOI:10.1002/cbdv.201000180