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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1459894Generated: November 2, 2026

1-[1-Tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid benzyl ester → 1-[1-Tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid

https://huagongshe.com/reaction/1459894

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-[1-Tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid benzyl esterHCID 70083374—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
Product1-[1-Tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acidHCID 70085944—

Reaction Steps

1-[1-tert-Butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid benzyl ester (416 mg, 0.729 mmol) was dissolved in acetic acid (85 mL) and 10% palladium on activated carbon (440 mg) was added. The mixture was hydrogenated under 3 atmospheres pressure at room temperature for 2 hours. The catalyst was removed by passage through a 0.45 m nylon filter and the filtrate was concentrated under vacuum to afford 1-[1 -tert-butoxycarbonyl-3-(1,3-dioxo-1,3-dihydrobenzo[f]isoindol-2-yl)propylamino]cyclohexanecarboxylic acid as a white solid, 308 mg (88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05854275
Source datasetuspto-grants-1998_12
ORD IDord-93a3d612a2744f7c90acdf02e3471b56
Source noteuspto-grants-1998_12