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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547801Generated: October 30, 2026

Water → HCID 58386793, compound

https://huagongshe.com/reaction/547801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 67194341HCID 67194341—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58386793HCID 5838679316.7%

Reaction Steps

To a solution of 8.7 g (18 mmol) (3R,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-piperidine-1-carboxylic acid benzyl ester in 200 ml THF were added 18 ml (18 mmol) of a 1M solution of tetrabutyl ammoniumfluoride in THF at 0° C. After completed addition, the mixture was allowed to warm to room temperature over night. Addition of water was followed by extraction with three portions of tert-butyl methyl ether. The combined organic extracts were dried over sodium sulfate. Flash chromatography gave 1.1 g (16%) of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939533B2
Source datasetuspto-grants-2011_05
ORD IDord-e5bf4cae6eea42e4bfe3ec41716e9153
Source noteuspto-grants-2011_05