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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 849369Generated: October 31, 2026

Water → (2RS,3SR)-2-acetoxy-3-(3-benzyloxy-4-phenoxyphenyl)-5-phenylpentane

https://huagongshe.com/reaction/849369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
Reactant2-DimethylaminopyridineHCID 21885—
Reactant(2RS,3SR)-3-(3-methoxy-4-phenoxyphenyl)-5-phenylpentan-2-olHCID 19591621—
Product(2RS,3SR)-2-acetoxy-3-(3-benzyloxy-4-phenoxyphenyl)-5-phenylpentaneHCID 19591477—

Reaction Steps

380 mg of (2RS,3SR)-3-(3-methoxy-4-phenoxyphenyl)-5-phenylpentan-2-ol as an intermediate of Example 54(4), was dissolved in 5 ml of pyridine, and 1 ml of acetic anhydride and then 10 mg of dimethylaminopyridine were added, followed by stirring at room temperature for 30 minutes. The reaction solution was poured into water and extracted with ethyl ether. Then, the extract solution was sequentially washed with 1N hydrochloric acid, a saturated sodium hydrogen carbonate aqueous solution and a saturated sodium chloride aqueous solution, and then dried over anhydrous sodium sulfate. The drying agent was filtered off, and then, the solvent was distilled off under reduced pressure to obtain 466 mg (yield: quantitative) of the above identified compound as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06011174
Source datasetuspto-grants-2000_01
ORD IDord-5674698faf5d4993a8f63e1e9a90d4a3
Source noteuspto-grants-2000_01