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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408471Generated: October 30, 2026

Ethyl Acetate → HCID 58386793, compound

https://huagongshe.com/reaction/408471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant(3R,5R)-5-((tert-Butyldimethylsilyl)oxy)piperidin-3-olHCID 21103800—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58386793HCID 5838679374%

Reaction Steps

To a solution of (3R,5R)-5-(tert-butyldimethylsilyloxy)piperidin-3-ol (1 eq) in 20 mL of 1,4-dioxane and 8 mL of water was added benzyl chloro formate (1.5 eq). The mixture was stirred at room temperature for 4 hours. The crude mixture was diluted with 100 mL of EtOAc, washed with brine, then dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude residue was purified by flash chromatography (EtOAc:hexanes=1:3) to yield (3R,5R)-benzyl 3-(tert-butyldimethylsilyloxy)-5-hydroxypiperidine-1-carboxylate (74%). LC/MS (m/z): 366.2 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759338B2
Source datasetuspto-grants-2014_06
ORD IDord-4f15f5bcbc3a4fcf92b5fb71259243bf
Source noteuspto-grants-2014_06