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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573532Generated: October 25, 2026

Water → HCID 68748821, compound

https://huagongshe.com/reaction/573532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant2-Propanyl 4-[(3S,5aR,6R,7R,8aS)-6-formyl-7-(tetrahydro-2H-pyran-2-yloxy)octahydro-2H-cyclopenta[b]oxepin-3-yl]butanoateHCID 86665320—
ReactantHCID 131731101HCID 131731101—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 68748821HCID 68748821—

Reaction Conditions

Temperature-78 °C

Reaction Steps

Under the argon atmosphere, the compound (165 mg) produced in Example 100 was dissolved in DME (2 mL), the solution was cooled to −78° C., followed by addition of a 0.5M potassium hexamethyldisilazane/toluene solution (0.90 mL). After stirring the mixture at −78° C. for 20 minutes, a DME (1.5 mL) solution of the compound produced in Example 13 was added dropwise, and stirring at the same temperature was carried out for 10 minutes. After raising a temperature of the reaction solution to 0° C., water was added, and the extract obtained by extraction with ethyl acetate was washed with water and a saturated saline; dried with anhydrous magnesium sulfate; and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10→65:35) to obtain a titled compound (177 mg) having the following physical property values.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029574B2
Source datasetuspto-grants-2015_05
ORD IDord-b2c2da4a66d94051b2baa9799b389246
Source noteuspto-grants-2015_05