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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 268608Generated: October 28, 2026

[1-(S)-(1-Benzyl-pyrrolidin-3-(R)-ylcarbamoyl)-2,2-dimethyl-propyl]-carbamic acid tert-butyl ester → 2-(S)-Amino-N-(1-benzyl-pyrrolidin-3-(R)-yl)-3,3-dimethyl-butyramide

https://huagongshe.com/reaction/268608

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[1-(S)-(1-Benzyl-pyrrolidin-3-(R)-ylcarbamoyl)-2,2-dimethyl-propyl]-carbamic acid tert-butyl esterHCID 58715018—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
Product2-(S)-Amino-N-(1-benzyl-pyrrolidin-3-(R)-yl)-3,3-dimethyl-butyramideHCID 21062336—

Reaction Steps

A solution of 1a (0.80 g, 2.06 mmole) in 40% trifluoroacetic acid/dichloromethane (15 mL) was stirred at room temperature for 4 h. The solvent was removed by rotary evaporation, and the resulting organic residue was carefully partitioned between dichloromethane and a saturated solution of sodium bicarbonate (30 mL each). The organic extract was dried over anhydrous sodium sufate, filtered, and concentrated to give 2a as a light brown oil. This amine was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446115B2
Source datasetuspto-grants-2008_11
ORD IDord-6bb288b443014d99a024b0c3c304e320
Source noteuspto-grants-2008_11