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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56435Generated: October 29, 2026

Triethylamine → HCID 131736934, compound

https://huagongshe.com/reaction/56435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, 2-(trimethylsilyl)ethyl esterHCID 12042816—
Reactant(4R,5R)-5-Amino-2,2-dimethyloxan-4-olHCID 118036559—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 131736934HCID 13173693452%

Reaction Steps

To a solution of (4R,5R)-5-amino-2,2-dimethyl-tetrahydro-2H-pyran-4-ol (550 mg, 2.40 mmol) and triethylamine (484 mg, 4.80 mmol) in dioxane (5 mL) and water (5 mL) was added 2-(trimethylsilyl)ethyl 2,5-dioxopyrrolidine-1-carboxylate (750 mg, 2.90 mmol) at room temperature. 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 concentrated, and the residue was purification by silica gel column with petroleum ether/ethyl acetate=4/1 to 1/1 to afford the title compound (360 mg, 52% for 2 steps) as a gray solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434700B2
Source datasetuspto-grants-2016_09
ORD IDord-05f855ef1a414262ba407faebaf3eb46
Source noteuspto-grants-2016_09