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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088193Generated: November 3, 2026

(1R*,2R*,5S*,6R*)-8-Benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-azabicyclo[3.2.1]octan-6-carboxylic acid trifluoroacetate → (1R*,2R*,5S*,6R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-azabicyclo[3.2.1]octan-6-carboxylic acid trifluoroacetate

https://huagongshe.com/reaction/2088193

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R*,2R*,5S*,6R*)-8-Benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-azabicyclo[3.2.1]octan-6-carboxylic acid trifluoroacetateHCID 86586685—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(1R*,2R*,5S*,6R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-azabicyclo[3.2.1]octan-6-carboxylic acid trifluoroacetateHCID 86586738110.7%

Reaction Steps

A mixture of (1R*,2R*,5S*,6R*)-8-benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-azabicyclo[3.2.1]octan-6-carboxylic acid trifluoroacetate (Example 53; 2.7 g, 4 mmol), 10% palladium on charcoal (500 mg) and ethanol (30 ml) was stirred under hydrogen atmosphere (1 atm) at +40° C. for 20 minutes. The reaction mixture was cooled to room temperature, flushed with nitrogen gas and filtered through a pad of Celite™. The filtrate was concentrated to give the title compound (2.6 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06727249B2
Source datasetuspto-grants-2004_04
ORD IDord-9ea7d8f181084dd89de669aabb71e5ea
Source noteuspto-grants-2004_04