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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732344Generated: October 25, 2026

2-[2-(S)-[Bis-(2-methylbenzyl)-amino]-3-(3,5-difluorophenyl)-1-(S)-hydroxypropyl]-pyrrole-1-carboxylic acid tert-butyl ester → 2-(R)-[2-(S)-[Bis-(2-methylbenzyl)-amino]-3-(3,5-difluorophenyl)-1-(S)-hydroxypropyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/732344

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[2-(S)-[Bis-(2-methylbenzyl)-amino]-3-(3,5-difluorophenyl)-1-(S)-hydroxypropyl]-pyrrole-1-carboxylic acid tert-butyl esterHCID 68814650—
ReactantHCID 178418361HCID 178418361—
CatalystPlatinumHCID 23939—
SolventMethanolHCID 887—
Product2-(R)-[2-(S)-[Bis-(2-methylbenzyl)-amino]-3-(3,5-difluorophenyl)-1-(S)-hydroxypropyl]-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 6881460628%

Reaction Steps

Add 2-[2-(S)-[bis-(2-methylbenzyl)-amino]-3-(3,5-difluorophenyl)-1-(S)-hydroxypropyl]-pyrrole-1-carboxylic acid tert-butyl ester (0.415 g, 0.74 mmol), 10% platinum on carbon (0.087 g) and methanol (15 mL) and hydrogenate at one atmosphere hydrogen gas for 1-8 h. Add filter agent and filter, concentrate and purify (silica gel chromatography, eluting with hexanes and ethyl acetate) to give the title compound as a white foam (0.116 g, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-e1f93f575e8d4a6ea6da3d7fe7fbff71
Source noteuspto-grants-2009_09