(3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

Base Information

Chemical Name:(3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole
CAS No.:1428078-59-4
Molecular Formula:C₁₃H₁₃F₄NO
Molecular Weight:275.246
Hs Code.:

Synonyms:(3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

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Chemical Property of (3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

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Technology Process of (3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

There total 6 articles about (3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole 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:

: rac-(3S,3aR,6aR)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

: 1428078-57-2
(3S,3aR,6aR)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

: 1428078-59-4
(3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

Guidance literature:: With column Chiralpak AD; In ethanol; n-heptane; Resolution of racemate;

Reference yield:

: 14320-37-7
3-Cyclopentenon

: 1428078-59-4
(3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate / ethyl acetate / 20 °C

2.1: morpholinosulfur trifluoride / dichloromethane / 15 h / 0 °C / Inert atmosphere

3.1: sodium tetrahydroborate / ethanol / 3.25 h / 0 - 20 °C

4.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 3.5 h / -70 - 20 °C

5.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 0.75 h / -78 - -70 °C / Inert atmosphere

5.2: 0.92 h / -78 °C / Inert atmosphere

6.1: column Chiralpak AD / n-heptane; ethanol / Resolution of racemate

With sodium tetrahydroborate; n-butyllithium; sodium hydrogencarbonate; morpholinosulfur trifluoride; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; ethanol; hexane; n-heptane; dichloromethane; ethyl acetate; toluene;

Reference yield:

: rac-(3aR,6aR)-5,5-difluoro-3-fluoromethyl-4,5,6, 6a-tetrahydro-3aH-cyclopenta[d]isoxazole

: 1428078-59-4
(3R,3aS,6aS)-5,5-difluoro-3-fluoromethyl-3-(2-fluoro-phenyl)-hexahydro-cyclopenta[d]isoxazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 0.75 h / -78 - -70 °C / Inert atmosphere

1.2: 0.92 h / -78 °C / Inert atmosphere

2.1: column Chiralpak AD / n-heptane; ethanol / Resolution of racemate

With n-butyllithium; In tetrahydrofuran; ethanol; hexane; n-heptane; toluene;