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

Base Information

• Chemical Name: (3R,3aS,6aS)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d] isoxazole
• CAS No.: 1428078-52-7
• Molecular Formula: C₁₃H₁₄F₃NO
• Molecular Weight: 257.255

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

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

Chemical Property:

Purity/Quality:

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

There total 4 articles about (3R,3aS,6aS)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-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-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole → (3S,3aR,6aR)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d] isoxazole (1428078-54-9) + (3R,3aS,6aS)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d] isoxazole (1428078-52-7)

Guidance literature:

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

Reference yield:

rac-(3aR,6aR)-3-methyl-3a,4,6,6a-tetrahydro-cyclopenta[d]isoxazol-5-one → (3R,3aS,6aS)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d] isoxazole (1428078-52-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: morpholinosulfur trifluoride / dichloromethane / 15 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1.17 h / -78 °C

2.2: 0.5 h / -78 - -70 °C

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

With n-butyllithium; morpholinosulfur trifluoride; In tetrahydrofuran; ethanol; hexane; n-heptane; dichloromethane; toluene;

Reference yield:

3-Cyclopentenon (14320-37-7) → (3R,3aS,6aS)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d] isoxazole (1428078-52-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: phenyl isocyanate; triethylamine / diethyl ether / 144 h / 25 °C

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

3.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1.17 h / -78 °C

3.2: 0.5 h / -78 - -70 °C

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

With n-butyllithium; phenyl isocyanate; triethylamine; morpholinosulfur trifluoride; In tetrahydrofuran; diethyl ether; ethanol; hexane; n-heptane; dichloromethane; toluene;

upstream raw materials:

3-Cyclopentenon

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