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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376004Generated: October 25, 2026

Cyclohexene, 1-((trimethylsilyl)oxy)- → beta(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanol

https://huagongshe.com/reaction/376004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexene, 1-((trimethylsilyl)oxy)-HCID 81161—
Reactant(2R,3R)-(-)-2-Benzyloxy-1,3,4-butanetriolHCID 10867592—
CatalystHydrochloric AcidHCID 313—
SolventDiethyl EtherHCID 3283—
Productbeta(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanolHCID 5370243396,624.102%

Reaction Steps

4.34 g (0.02 mol) of (2R,3R)-2-benzyloxybutane-1,3,4-triol were suspended in a mixture of 3.4 g (0.02 mmol) of 1-cyclohexenyloxytrimethylsilane and 40 ml of diethyl ether. Two drops of concentrated hydrochloric acid were added and the mixture was stirred at room temperature for 30 minutes. The mixture was then evaporated to give 5.65 g of β(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanol in the form of a colourless viscous oil; MS: m/e 292 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05488115
Source datasetuspto-grants-1996_01
ORD IDord-b6b2329048bf4e38843d8e433579907f
Source noteuspto-grants-1996_01