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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842081Generated: November 4, 2026

(3aR*,5S*,6aS*)-6a-(2-fluorophenyl)-5-methoxy-hexahydrocyclopenta[c]isoxazole → [(1R*,2S*,4S*)-2-amino-2-(2-fluorophenyl)-4-methoxycyclopentanyl]methanol

https://huagongshe.com/reaction/1842081

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3aR*,5S*,6aS*)-6a-(2-fluorophenyl)-5-methoxy-hexahydrocyclopenta[c]isoxazoleHCID 57827125—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product[(1R*,2S*,4S*)-2-amino-2-(2-fluorophenyl)-4-methoxycyclopentanyl]methanolHCID 5782775898.4%

Reaction Steps

Zinc (533 mg) was added to a solution of (3aR*,5S*,6aS*)-6a-(2-fluorophenyl)-5-methoxy-hexahydrocyclopenta[c]isoxazole (247 mg) in acetic acid (5 mL), and the mixture was stirred at room temperature for 12 hours. Zinc (500 mg) was added to the reaction solution, followed by stirring at room temperature for three hours. Zinc was removed by filtration and the filtrate was poured into a saturated sodium bicarbonate solution, followed by extraction with ethyl acetate. The extract was dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure to obtain the title compound (245 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946211B2
Source datasetuspto-grants-2015_02
ORD IDord-f2b6f33100fd4b3ba6a1050eaaf4d51e
Source noteuspto-grants-2015_02