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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747459Generated: November 1, 2026

Triphenylphosphine → HCID 67360592, compound

https://huagongshe.com/reaction/1747459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl esterHCID 59497263—
ReactantHCID 59497330HCID 59497330—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67360592HCID 6736059257%

Reaction Conditions

Temperature0 °C

Reaction Steps

6-Bromo-2-tert-butoxycarbonyloxy-4-hydroxymethyl-indole-1-carboxylic acid tert-butyl ester (220 mg, 0.50 mmol) is and 3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester (151 mg, 0.55 mmol) is taken up in 5 mL of tetrahydrofuran and then triphenyl phosphine is added (157 mg, 0.6 mmol). The reaction is stirred at 0° C. and diisopropyl azodicarboxylate (116 □L, 0.6 mmol) is added drop wise to the reaction. The reaction is stirred at room temperature for 4 hours and then the solvent evaporated in vacuo. Product is purified by preparative TLC 3% methanol in dichloromethane to give the title compound (200 mg 0.28 mmol 57%). LCMS (ESMS): m/z 687.7 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-ab465b190a8540cbab397c00aece0df0
Source noteuspto-grants-2015_10