Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662068Generated: October 25, 2026

Hydrochloric Acid → 3-{[({(1R,2S)-2-[(tert-butoxycarbonyl)amino]cyclopentyl}carbonyl)amino]sulfonyl}propylacetic acid

https://huagongshe.com/reaction/1662068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant(1R,2S)-2-(tert-Butoxycarbonylamino)cyclopentanecarboxylic acidHCID 1268160—
Reactant5-Sulfamoylpentanoic acidHCID 57172024—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-{[({(1R,2S)-2-[(tert-butoxycarbonyl)amino]cyclopentyl}carbonyl)amino]sulfonyl}propylacetic acidHCID 67429160—

Reaction Steps

A mixture of (1R,2S)-2-[(tert-butoxycarbonyl)amino]cyclopentanecarboxylic acid (1.0 g), DMF (10 ml), 3-(aminosulfonyl)propylacetic acid (0.95 ml), CDI(0.85 g), and DBU (0.80 g) was stirred at room temperature for 3 days. To the reaction mixture were added 1 M hydrochloric acid and ethyl acetate, and the organic layer was separated. The organic layer was washed with a saturated sodium bicarbonate solution, then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 3-{[({(1R,2S)-2-[(tert-butoxycarbonyl)amino]cyclopentyl}carbonyl)amino]sulfonyl}propylacetic acid (1.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030489B2
Source datasetuspto-grants-2011_10
ORD IDord-bb5c414b732946879f0544db0e3c03ae
Source noteuspto-grants-2011_10