(1S,4R)-N-(4-fluorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide

Base Information

Chemical Name:(1S,4R)-N-(4-fluorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide
CAS No.:1344680-08-5
Molecular Formula:C₁₆H₁₄FNO₂S
Molecular Weight:303.357
Hs Code.:

Synonyms:(1S,4R)-N-(4-fluorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide

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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 (1S,4R)-N-(4-fluorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide

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Technology Process of (1S,4R)-N-(4-fluorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide

There total 2 articles about (1S,4R)-N-(4-fluorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide 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: 88.0%

: 20452-67-9
phenylethylketene

: 52326-08-6
N-sulfinyl-4-fluoroaniline

: 1344680-08-5
(1S,4R)-N-(4-fluorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide

Guidance literature:: With (S)-5-{[(tert-butyldimethylsilyl)oxy]diphenylmethyl}-2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; caesium carbonate; In dichloromethane; at -78 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1002/anie.201102488

Reference yield:

: 371-40-4
4-fluoroaniline

: 1344680-08-5
(1S,4R)-N-(4-fluorophenyl)-4-ethyl-4-phenyl-1,2-thiazetidin-3-one 1-oxide

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / Inert atmosphere

2: (S)-5-{[(tert-butyldimethylsilyl)oxy]diphenylmethyl}-2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; caesium carbonate / dichloromethane / 48 h / -78 °C / Inert atmosphere; Molecular sieve

With thionyl chloride; (S)-5-{[(tert-butyldimethylsilyl)oxy]diphenylmethyl}-2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; caesium carbonate; In dichloromethane;
DOI:10.1002/anie.201102488