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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695173Generated: October 31, 2026

Trimethylsilyl triflate → HCID 86645808, compound

https://huagongshe.com/reaction/1695173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl triflateHCID 65367—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86645807HCID 86645807—
SolventDichloromethaneHCID 6344—
ProductHCID 86645808HCID 8664580892.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

The (2R,3R)-3-methoxy-2-pentylnonanoic acid t-butyl ester (450 mg, 1.43 mmol) obtained in Production Example C-9 was dissolved in anhydrous dichloromethane (10 ml), then cooled to 0° C. While the obtained solution was stirred, trimethylsilyl triflate (162 mg, 729 μmol) was added dropwise thereto. After a five-minute stirring, the solution was cooled to room temperature. After the reaction of 30 minutes, an aqueous saturated sodium bicarbonate solution was added thereto to be washed. The resulting organic layer was dried with anhydrous magnesium sulfate, filtered, and condensed. The obtained residue was purified by column chromatography (silica gel: 15 g, n-hexane/ethyl acetate=3/1) to produce the target compound (341 mg, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163713B2
Source datasetuspto-grants-2012_04
ORD IDord-dad2d65967374ef89a9b8245240c022d
Source noteuspto-grants-2012_04