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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215873Generated: October 26, 2026

Pyridine → (R)-3-tert-Butoxycarbonylamino-pyrrolidine-1-carboxylic acid phenyl ester

https://huagongshe.com/reaction/215873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhenyl chloroformateHCID 15891—
Reactant(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514397—
SolventDichloromethaneHCID 6344—
Product(R)-3-tert-Butoxycarbonylamino-pyrrolidine-1-carboxylic acid phenyl esterHCID 67022933—

Reaction Conditions

Temperature0 °C

Reaction Steps

Phenyl chloroformate (1 eq.) is added dropwise to a solution of pyridine in DCM. The reaction mixture is cooled to 0° C. and a solution of (R)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (1 eq.) in DCM is added dropwise. The reaction mixture is stirred at RT for 1 hour. The reaction mixture is partitioned between (0.2 M) HCl)(aq) and DCM. The organics are washed with water, (sat)NaHCO3(aq) and brine. The organics are dried (MgSO4), filtered and reduced in vacuo to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193164B2
Source datasetuspto-grants-2012_06
ORD IDord-993da7804b3a4e1887dccdba46c33c71
Source noteuspto-grants-2012_06