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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16330Generated: October 25, 2026

Dichloromethane → (1R,2R)-2-tert-butyldiphenylsilanyloxy-1-(3,4,5-trifluorophenyl)propylamine

https://huagongshe.com/reaction/16330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-butyl [(1R,2R)-2-(tert-butyldiphenylsilanyloxy)-1-(3,4,5-trifluorophenyl)propyl]carbamateHCID 68718850—
SolventEthyl AcetateHCID 8857—
Product(1R,2R)-2-tert-butyldiphenylsilanyloxy-1-(3,4,5-trifluorophenyl)propylamineHCID 6871903391.1%

Reaction Steps

Trifluoroacetic acid (0.5 mL) was added to a methylene chloride solution (2 mL) of [(1R,2R)-2-tert-butyldiphenylsilanyloxy-1-(3,4,5-trifluorophenyl)propyl]carbamic acid tert-butyl ester (370 mg). This reaction solution was stirred at room temperature for 11 hr. To this reaction solution, a saturated sodium hydrogencarbonate aqueous solution and ethyl acetate were added. The organic layer was separated, washed with a saturated sodium hydrogencarbonate aqueous solution and then with saturated saline. Then, the organic layer was concentrated under reduced pressure to give 275 mg of the title compound. The physical property values of this compound were as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737141B2
Source datasetuspto-grants-2010_06
ORD IDord-e6ceb06e3c3d40b6964115651d1afece
Source noteuspto-grants-2010_06