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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732348Generated: October 30, 2026

(R)-tert-butyl 2-((1S,2S)-2-(dibenzylamino)-1-hydroxy-3-phenylpropyl)pyrrolidine-1-carboxylate → (R)-tert-butyl 2-((1S,2S)-2-amino-1-hydroxy-3-phenylpropyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/732348

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-tert-butyl 2-((1S,2S)-2-(dibenzylamino)-1-hydroxy-3-phenylpropyl)pyrrolidine-1-carboxylateHCID 58699983—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product(R)-tert-butyl 2-((1S,2S)-2-amino-1-hydroxy-3-phenylpropyl)pyrrolidine-1-carboxylateHCID 6745620694.3%

Reaction Steps

Dissolve 2-(R)-(2-(S)-dibenzylamino-1-(S)-hydroxy-3-phenylpropyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.75 g, 1.49 mmol) in methanol (20 mL). Add 20% palladium hydroxide on carbon (0.33 g) and stir 1 h under one atmosphere of hydrogen gas. Filter through filter agent and concentrate to give the title compound as a white foam (0.45 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-fe4b6914a8cc41cdb702f900ccddb715
Source noteuspto-grants-2009_09