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ChemicalBook CAS DataBase List 1H-Cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-1-acetic acid, 5,5-difluoro-3b,4,4a,5-tetrahydro-3-(trifluoromethyl)-, (3bS,4aR)-

1H-Cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-1-acetic acid, 5,5-difluoro-3b,4,4a,5-tetrahydro-3-(trifluoromethyl)-, (3bS,4aR)- synthesis

2synthesis methods
58001-78-8 Synthesis
(1R,5S)-bicyclo[3.1.0]hexan-2-one

58001-78-8
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1H-Cyclopropa[3,4]cyclopenta[1,2-c]pyrazole-1-acetic acid, 5,5-difluoro-3b,4,4a,5-tetrahydro-3-(trifluoromethyl)-, (3bS,4aR)-

1620056-83-8
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Yield:-

Steps:

Multi-step reaction with 7 steps
1.1: potassium tert-butylate; tert.-butylnitrite / tetrahydrofuran / 20 °C
2.1: toluene-4-sulfonic acid; acetic acid / 20 °C
3.1: toluene-4-sulfonic acid / water; butanone / 85 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.58 h / -78 °C / Inert atmosphere
4.2: -78 - 20 °C
5.1: acetyl chloride; ethanol / 22 h / 40 °C
6.1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; pyridine hydrogenfluoride / dichloromethane / -10 - 0 °C
7.1: water; potassium hydroxide / ethanol; dichloromethane / 5 - 20 °C

References:

WO2019/161280,2019,A1