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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2355461Generated: October 27, 2026

Water → HCID 59383028, compound

https://huagongshe.com/reaction/2355461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactanttert-Butyl (S)-3-cyclopentyl-1-(t-butyldimethylsilyloxy)propan-2-ylcarbamateHCID 58246966—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59383028HCID 59383028—

Reaction Steps

tert-Butyl (S)-3-cyclopentyl-1-(t-butyldimethylsilyloxy)propan-2-ylcarbamate (2.9 g, 8.1 mmol) was stirred with 1 M Bu4NF in THF (24.3 mL) at 0° C. for 1 h. Water (30 mL) was added and the mixture was extracted with EtOAc (3×40 mL). The combined organic layers were washed with brine, dried over MgSO4 and evaporated to give crude tert-butyl (S)-3-cyclopentyl-1-hydroxypropan-2-ylcarbamate that was used in the next step without further purification. 1H NMR (CDCl3, 400 MHz) δ 1.09 (m, 2H), 1.44 (s, 9H), 1.50 (m, 3H), 1.60 (m, 3H), 1.81 (m, 3H), 3.52 (m, 1H), 3.68 (m, 2H), 4.60 (brs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754737B2
Source datasetuspto-grants-2010_07
ORD IDord-899e02f734264a6c8d0f98ab0e2934ec
Source noteuspto-grants-2010_07