Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56440Generated: October 30, 2026

Triethylamine → HCID 131736938, compound

https://huagongshe.com/reaction/56440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,4-DioxaneHCID 31275—
Reactant1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, 2-(trimethylsilyl)ethyl esterHCID 12042816—
Reactant(4S,5S)-5-amino-2,2-dimethyl-tetrahydropyran-4-olHCID 118036455—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 131736938HCID 13173693886.4%

Reaction Steps

To a solution of (4S,5S)-5-amino-2,2-dimethyl-tetrahydro-2H-pyran-4-ol (1.1 g, 4.0 mmol) and triethylamine (1.1 mL, 8.0 mmol) in a mixed solvent of dioxane (5 mL) and water (5 mL) at room temperature was added 2-(trimethylsilyl)ethyl 2,5-dioxopyrrolidine-1-carboxylate (1.2 g, 4.8 mmol). The reaction mixture was stirred at room temperature for 4 hours. After that, the solution was diluted with ethyl acetate and washed with brine. The organic layer was separated and concentrated. The resulting residue was purified by silica gel chromatography using petroleum ether/ethyl acetate=4/1 to 1/1 as the eluent to afford the title compound (1.0 g, 86% for 2 steps) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434700B2
Source datasetuspto-grants-2016_09
ORD IDord-fa1c4eb34b68477a85de154b8abe9262
Source noteuspto-grants-2016_09