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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1636153Generated: November 1, 2026

Benzylamine → (R)-1-[3-[benzyl-[3-[(R)-2-tert-butoxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-amino]-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1636153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant(R)-1-Acryloyl-pyrrolidine-2-carboxylic acid tert-butyl esterHCID 54536265—
SolventAcetonitrileHCID 6342—
Product(R)-1-[3-[benzyl-[3-[(R)-2-tert-butoxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-amino]-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl esterHCID 5396299138%

Reaction Steps

A solution of 1.0 g (4.44 mmol) (R)-1-acryloyl-pyrrolidine-2-carboxylic acid tert-butyl ester and 0.24 ml (2.22 mmol) benzylamine in 25 ml acetonitrile was stirred for 16 h at 80° C. Concentration in vacuo and flash chromatography (gradient: 0-10% MeOH in EtOAc) afforded 470 mg (34%) of the title compound as a yellow oil. MS m/e (%): 558 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06512001B1
Source datasetuspto-grants-2003_01
ORD IDord-d64223e3891c481396d97b4171b9d5b1
Source noteuspto-grants-2003_01