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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591313Generated: October 29, 2026

4-Benzyl 1,4-di-tert-butyl (1S)-6-[4-(benzyloxy)phenyl]-1-[(tert-butoxycarbonyl)amino]hexane-1,4,4-tricarboxylate → (5S)-6-tert-Butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[2-(4-hydroxyphenyl)ethyl]-6-oxohexanoic acid

https://huagongshe.com/reaction/591313

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Benzyl 1,4-di-tert-butyl (1S)-6-[4-(benzyloxy)phenyl]-1-[(tert-butoxycarbonyl)amino]hexane-1,4,4-tricarboxylateHCID 117812701—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(5S)-6-tert-Butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[2-(4-hydroxyphenyl)ethyl]-6-oxohexanoic acidHCID 7097780189%

Reaction Steps

To a solution of 125 mg of 4-benzyl 1,4-di-tert-butyl (1S)-6-[4-(benzyloxy)phenyl]-1-[(tert-butoxycarbonyl)amino]hexane-1,4,4-tricarboxylate (0.18 mmol) in methanol (5 mL) was added 10% palladium on charcoal (15 mg) and the mixture was stirred under an atmosphere of hydrogen for 16 h at room temperature. The catalyst was removed by filtration, and the filtrate was evaporated to give the target compound (84 mg, 89% yield) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238631B2
Source datasetuspto-grants-2016_01
ORD IDord-8538f890aec44cc3aba7c975a0b828c7
Source noteuspto-grants-2016_01