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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022289Generated: October 25, 2026

Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → HCID 59611709, compound

https://huagongshe.com/reaction/1022289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
Reactant3R-hydroxymyristic acid methyl esterHCID 9834945—
Reactant4-Methoxybenzyl 2,2,2-TrichloroacetimidateHCID 11087263—
SolventDichloromethaneHCID 6344—
ProductHCID 59611709HCID 5961170982.1%

Reaction Steps

To a solution of compound 30 (3.50 g, 12.9 mmol) and 4-methoxybenzyl trichloroacetimidate (4.65 g, 17.3 mmol) in DCM (100 mL) was added camphorsulfonic acid (450 mg, 1.92 mmol). The mixture was stirred overnight at room temperature. The mixture was washed with a saturated solution of NaHCO3 (300 mL) and water (300 mL) and dried over Na2SO4. The drying agent was removed by filtration and the solvents removed using a rotary evaporator. The residue was purified by chromatography on silica gel (120 g RediSep column, eluting with a gradient of 0% through 30% ethyl acetate/hexanes over 70 min, 85 mL/min) to give the product 32 (4.01 g, 81%) as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722064B2
Source datasetuspto-grants-2014_05
ORD IDord-b1f664fa6258452b8d3905e75d325426
Source noteuspto-grants-2014_05