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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389450Generated: October 26, 2026

3-(Tert-butyldimethylsilyl)oxy-1-(methylsulfonyloxy)cyclohexane → 2-[3-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

https://huagongshe.com/reaction/389450

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Tert-butyldimethylsilyl)oxy-1-(methylsulfonyloxy)cyclohexaneHCID 22629252—
Reactant2-[3-(tert-butyldimethylsilanyloxy)-cyclopentyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazoleHCID 66759519—
Product2-[3-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazoleHCID 6676001710%

Reaction Steps

The title compound was prepared in 10% yield from methanesulfonic acid 3-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl ester by a procedure analogous to Intermediate 28, Step C. The crude compound was purified by column chromatography (25% ethyl acetate:hexanes and then DCM) to afford the title compound. 1H NMR (300 MHz, CDCl3): δ 7.76 (s, 1H), 7.27 (s, 1H), 4.45-4.63 (m, 1H), 4.23 (br. s, 1H), 2.05-2.09 (m, 2H), 1.5-1.9 (m, 6H), 1.45 (s, 9H), 1.31 (s, 12H), 0.05 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378104B2
Source datasetuspto-grants-2013_02
ORD IDord-0b790e85d8254374bf8129c5265c1258
Source noteuspto-grants-2013_02