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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929012Generated: October 31, 2026

(S)-Glycidyl Trityl Ether → 2,2-Dimethyl-propionic acid (3S,4S)-1-((S)-2-hydroxy-3-trityloxy-propyl)-3-methyl-piperidin-4-yl ester

https://huagongshe.com/reaction/1929012

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-Glycidyl Trityl EtherHCID 7168113—
Reactant3-Methyl-4-piperidyl (3S,4S)-PivalateHCID 59600241—
SolventEthanolHCID 702—
Product2,2-Dimethyl-propionic acid (3S,4S)-1-((S)-2-hydroxy-3-trityloxy-propyl)-3-methyl-piperidin-4-yl esterHCID 59600173—

Reaction Steps

(S)-2-Trityloxymethyl-oxirane (636 mg, 2 mmol) and 2,2-dimethyl-propionic acid (3S,4S)-3-methyl-piperidin-4-yl ester (17, 400 mg, 2 mmol) are dissolved in 7 ml of ethanol and stirred at room temperature for 23 h. The white suspension is heated to 40° C. and stirred for additional 2 h. The reaction mixture is evaporated under reduced pressure and the crude product is purified by Flash-chromatography. (silica gel, 20% ethyl acetate in cyclohexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183366B2
Source datasetuspto-grants-2012_05
ORD IDord-59a8b889618a424dac14ee24dd40103c
Source noteuspto-grants-2012_05