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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356384Generated: October 25, 2026

(4aS,7aS)-tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate → (4aS,7aS)-tert-Butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate

https://huagongshe.com/reaction/2356384

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4aS,7aS)-tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylateHCID 29973012—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(4aS,7aS)-tert-Butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylateHCID 151943586.8%

Reaction Steps

The preparation comprises dissolving [1S,6S]-8-benzyl-2-tertbutyloxycarbonyl-2,8-diazabicyclo[4,3,0]nonane (target product of Embodiment 5, 5.0 g, 15.8 mmol) in methanol (50 mL), adding 10% Pd/C (1.0 g) as catalyst for hydrogenation under 3 atm for 10 h, filtering to remove the catalyst, concentrating the filtrate, adding petroleum ether to solidify the product, filtering, and drying obtained filter cake to give [1S,6S]-2-tertbutyloxycarbonyl-2,8-diazabicyclo[4,3,0]nonane(3.1 g, 86.8%), [α]20D=−70.2° (C=4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759362B2
Source datasetuspto-grants-2010_07
ORD IDord-7a144a4c2d294e3cb0d52871b60bf99e
Source noteuspto-grants-2010_07