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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967278Generated: November 2, 2026

Water → HCID 59556982, compound

https://huagongshe.com/reaction/1967278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,6-LutidineHCID 7937—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
Reactanttert-butyl 1-((2S)-2-{[(benzyloxy)carbonyl]amino}-1-hydroxypropyl)cyclopropanecarboxylateHCID 59556880—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59556982HCID 5955698275%

Reaction Steps

A solution of tert-butyl 1-((2S)-2-{[(benzyloxy)carbonyl]amino}-1-hydroxypropyl)cyclopropanecarboxylate (1.58 g) in THF (15 mL) was cooled to 0° C., tert-butyl(dimethyl)silyl trifluoromethanesulfonate (1.56 mL) and 2,6-dimethylpyridine (1.05 mL) were added, and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=1/0→1/1) to give the title compound as a colorless oil (yield: 1.57 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420694B2
Source datasetuspto-grants-2013_04
ORD IDord-f62cbcfb5f0849d3b2f2fa5bf55a2e12
Source noteuspto-grants-2013_04