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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547800Generated: October 31, 2026

Triethylamine → HCID 67194341, compound

https://huagongshe.com/reaction/547800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzyl chloroformateHCID 10387—
Reactant(3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-piperidineHCID 11175384—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67194341HCID 6719434192.3%

Reaction Steps

To a solution of 0.50 g (1.4 mmol) (3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-piperidine and 0.15 g (1.5 mmol) triethylamine in 30 ml of THF was added dropwise a solution of 0.26 g (1.5 mmol) benzyl chloroformate in 2 ml of THF at 0° C. After completed addition, the mixture was allowed to warm to room temperature during 30 min. Quenching with a saturated aqueous solution of sodium hydrogencarbonate was followed by extraction with three portions of dichloromethane. The combined organic extracts were washed with brine and dried over sodium sulfate. Flash chromatography gave 0.62 g (90%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939533B2
Source datasetuspto-grants-2011_05
ORD IDord-cbdde159a0fd4a808185ae73bcf41d38
Source noteuspto-grants-2011_05