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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920799Generated: October 31, 2026

Ethanol → HCID 58580629, compound

https://huagongshe.com/reaction/1920799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantEthyl diazoacetateHCID 12192—
ReactantHCID 58580717HCID 58580717—
CatalystDirhodium tetraacetateHCID 152122—
SolventDichloromethaneHCID 6344—
ProductHCID 58580629HCID 5858062989%

Reaction Steps

2-{2-[(1R)-1-({(2R)-2-{[Tert-butyl(dimethyl)silyl]oxy}-3-[(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidin-1-yl]propyl}oxy)ethyl]phenyl}ethanol (545 mg, 1.03 mmol), which had been obtained in Example 180 (180d), was dissolved in methylene chloride (5 mL), added with rhodium diacetate dimer (46 mg, 0.10 mmol) and ethyldiazoacetate (267 μL, 2.58 mmol) at 0° C., and stirred for 1.5 hours. Ethanol was added to the reaction solution to terminate the reaction. The solvent was distilled off under reduced pressure. The residue was purified by basic silica gel chromatography (n-hexane/ethyl acetate=4/1) to give the title compound as a colorless oily substance (565 mg, yield 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173631B2
Source datasetuspto-grants-2012_05
ORD IDord-d85dda5cc88c4f189282ff91271fd4f2
Source noteuspto-grants-2012_05