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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522362Generated: October 25, 2026

Water → (2S)-cyclopentyl[({[(1R,2R)-2-(pent-4-yn-1-yl)cyclopropyl]oxy}carbonyl)amino]ethanoic acid

https://huagongshe.com/reaction/522362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant(alphaS)-alpha-Aminocyclohexaneacetic acidHCID 736848—
Reactant1-[({[(1R,2R)-2-(pent-4-yn-1-yl)cyclopropyl]oxy}carbonyl)oxy]pyrrolidine-2,5-dioneHCID 89590835—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product(2S)-cyclopentyl[({[(1R,2R)-2-(pent-4-yn-1-yl)cyclopropyl]oxy}carbonyl)amino]ethanoic acidHCID 89590843100.9%

Reaction Steps

To a solution of the product of Step 1 (457 mg) in acetonitrile (6 ml) was added (2S)-amino(cyclohexyl)ethanoic acid (352 mg) followed by triethylamine (0.720 ml) and water (6.00 ml). The mixture was stirred at room temperature for 18 hours. The mixture was diluted with ethyl acetate and washed with HCl 1N, water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated. This provided the desired product (510 mg) as an oil. LRMS (ES+) M/Z (M+H)+ 308.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328138B2
Source datasetuspto-grants-2016_05
ORD IDord-fac0f28567ba41b0ab7b91c86f3a0bfb
Source noteuspto-grants-2016_05