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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547803Generated: October 30, 2026

Water → HCID 59455752, compound

https://huagongshe.com/reaction/547803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 59455633HCID 59455633—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59455752HCID 5945575295.7%

Reaction Steps

To a solution of 2.3 g (5.0 mmol) (3S,5R)-3-benzoyloxy-5-(tert-butyl-dimethyl-silanyloxy)-piperidine-1-carboxylic acid benzyl ester in 20 ml dry THF were added 5.5 ml (5.5 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 30 min. Addition of water was followed by extraction with three portions of tert-butyl methyl ether. The combined organic extracts were dried over sodium sulfate. Kugelrohr distillation gave 1.7 g (95%) of the title compound as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939533B2
Source datasetuspto-grants-2011_05
ORD IDord-144efbad88f2433394f99092477fb108
Source noteuspto-grants-2011_05