Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180010Generated: October 29, 2026

tert-Butyl 7-benzyl-9-hydroxy-9-methyl-3,7-diazabicyclo[3.3.1]-nonane-3-carboxylate → Tert-butyl 9-hydroxy-9-methyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate

https://huagongshe.com/reaction/2180010

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 7-benzyl-9-hydroxy-9-methyl-3,7-diazabicyclo[3.3.1]-nonane-3-carboxylateHCID 22490269—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductTert-butyl 9-hydroxy-9-methyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylateHCID 22490276—

Reaction Steps

A solution of tert-butyl 7-benzyl-9-hydroxy-9-methyl-3,7-diazabicyclo-[3.3.1]nonane-3-carboxylate (from step (iii) above; 450 mg, 1.3 mmol) in aqueous ethanol (50 mL of 95%) was hydrogenated over 5% Pd/C at 1 atm until tlc indicated that the reaction was complete. The catalyst was removed by filtration through a pad of Celite®, and the filtrate concentrated under reduced pressure to give the sub-title compound in quantitative yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887881B1
Source datasetuspto-grants-2005_05
ORD IDord-c5e4347b8e1b4ece86383663d03ac1cc
Source noteuspto-grants-2005_05