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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946856Generated: November 2, 2026

1,1-Dimethylethyl 10-(phenylmethyl)-3,10-diazabicyclo[4.3.1]decane-3-carboxylate → tert-butyl 3,10-diazabicyclo[4.3.1]decane-3-carboxylate

https://huagongshe.com/reaction/1946856

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl 10-(phenylmethyl)-3,10-diazabicyclo[4.3.1]decane-3-carboxylateHCID 68451218—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Producttert-butyl 3,10-diazabicyclo[4.3.1]decane-3-carboxylateHCID 4579270096%

Reaction Steps

A solution of 10-benzyl-3-Boc-3,10-diazabicyclo-[4.3.1]decane obtained in Example 11 (3.50 g) in EtOH (52 ml) underwent hydrogenation at 45 psi and 30° C. for 19 hours in the presence of Pd/C 10% (1.13 g). At the end the mixture was filtered on celite and the catalyst washed with EtOH. The solution was then concentrated. 2.44 g of a light oil corresponding to the compound 3-BOC-3,10-diazabicyclo[4.3.1]decane (12a) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399457B2
Source datasetuspto-grants-2013_03
ORD IDord-6b853f8ab10b40e1a2929b5ef4dfecd3
Source noteuspto-grants-2013_03