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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666675Generated: November 1, 2026

Benzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamate → 1-((3R,4R)-3-amino-4-hydroxypyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanone

https://huagongshe.com/reaction/1666675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamateHCID 57970130—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product1-((3R,4R)-3-amino-4-hydroxypyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanoneHCID 5797011188.5%

Reaction Steps

Benzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamate (14 g) was dissolved in methanol (140 mL), followed by addition of 5% Pd—C (2.4 g), and the mixture was stirred overnight under hydrogen atmosphere. The catalyst was removed by filtration, and then the filtrate was concentrated under reduced pressure. The precipitated solids were washed with a mixed solvent of isopropyl ether and hexane to obtain the title compound (8.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044068B2
Source datasetuspto-grants-2011_10
ORD IDord-ca3b781f031747beb8a64589fb37a102
Source noteuspto-grants-2011_10