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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1385777Generated: November 4, 2026

Cyclopropanemethanamine → (R)-1-[3-[[3-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-cyclopropylmethyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1385777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanemethanamineHCID 75646—
Reactant(R)-1-acryloyl-pyrrolidine-2-carboxylic acid benzyl esterHCID 53983923—
SolventAcetonitrileHCID 6342—
Product(R)-1-[3-[[3-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-cyclopropylmethyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid benzyl esterHCID 5403310344%

Reaction Steps

A solution of 444 mg (1.71 mmol) (R)-1-acryloyl-pyrrolidine-2-carboxylic acid benzyl ester and 74 ml (0.85 mmol) cyclopropylmethylamine in 5 ml acetonitrile was stirred for 1 h at room temperature, then for 16 h at 80°0 C. Concentration in vacuo and flash chromatography (gradient: 0-100% MeOH in EtOAc) afforded 220 mg (44%) of the title compound as a yellow oil. MS m/e (%): 590 (M+H, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06262089B1
Source datasetuspto-grants-2001_07
ORD IDord-1665e2e809f14af3954cacff7e94cf30
Source noteuspto-grants-2001_07