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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591335Generated: October 31, 2026

4-benzyl 1,4-di-tert-butyl (1S,4S)-1-[(tert-butoxycarbonyl)amino]-5-(4-nitrophenyl)-pentane-1,4,4-tricarboxylate → (5S)-2-(4-aminobenzyl)-6-tert-butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-6-oxohexanoic acid

https://huagongshe.com/reaction/591335

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-benzyl 1,4-di-tert-butyl (1S,4S)-1-[(tert-butoxycarbonyl)amino]-5-(4-nitrophenyl)-pentane-1,4,4-tricarboxylateHCID 131734513—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(5S)-2-(4-aminobenzyl)-6-tert-butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-6-oxohexanoic acidHCID 117777971—

Reaction Steps

4-benzyl 1,4-di-tert-butyl (1S,4S)-1-[(tert-butoxycarbonyl)amino]-5-(4-nitrophenyl)-pentane-1,4,4-tricarboxylate (1.04 g, 1.618 mmol) were dissolved in methanol (20 ml). Palladium (10% on charcoal) (52 mg) was added and the suspension was shaken under a hydrogen atmosphere for 12 h. The catalyst was filtered off, the residue was concentrated in vacuo, and the product was obtained as white foam (864 mg, quant.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238631B2
Source datasetuspto-grants-2016_01
ORD IDord-891b3daa174b4ea0a3f540a0a5ea932f
Source noteuspto-grants-2016_01