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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591283Generated: October 30, 2026

Di-tert-butyl (4R)-4-{[5-(benzyloxy)pyridin-2-yl]methyl}-N-(tert-butoxycarbonyl)-L-glutamate → Di-tert-butyl (4R)-N-(tert-butoxycarbonyl)-4-[(5-hydroxypyridin-2-yl)methyl]-L-glutamate

https://huagongshe.com/reaction/591283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl (4R)-4-{[5-(benzyloxy)pyridin-2-yl]methyl}-N-(tert-butoxycarbonyl)-L-glutamateHCID 70957109—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductDi-tert-butyl (4R)-N-(tert-butoxycarbonyl)-4-[(5-hydroxypyridin-2-yl)methyl]-L-glutamateHCID 7095705898%

Reaction Steps

To a solution of 610 mg (1.10 mmol) of di-tert-butyl (4R)-4-{[5-(benzyloxy)pyridin-2-yl]methyl}-N-(tert-butoxycarbonyl)-L-glutamate in methanol (35 mL) was added a 10% palladium on charcoal catalyst (29 mg), and the resulting suspension was stirred overnight under an atmosphere of hydrogen at room temperature. The catalyst was removed by filtration, and the filtrate was evaporated to give 500 mg of the pure target compound as colorless foam (98% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238631B2
Source datasetuspto-grants-2016_01
ORD IDord-5f595728438448d1b0546d0bbcb73b02
Source noteuspto-grants-2016_01