HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695173Generated: October 31, 2026
Trimethylsilyl triflate → HCID 86645808, compound
https://huagongshe.com/reaction/1695173
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86645807 | HCID 86645807 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86645808 | HCID 86645808 | 92.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163713B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-dad2d65967374ef89a9b8245240c022d |
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| Source note | uspto-grants-2012_04 |
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