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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443430Generated: November 1, 2026

Triphenylphosphine → 2-(1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-(7-methoxy-2-phenyl-quinazolin-4-yloxy)-cyclopentanecarboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1443430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(1R,2R,4S)-2-((1R,2S)-1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl) 4-hydroxy-cyclopentanecarboxylic acid tert-butyl esterHCID 59165438—
ReactantHCID 178487727HCID 178487727—
SolventTetrahydrofuranHCID 8028—
Product2-(1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-(7-methoxy-2-phenyl-quinazolin-4-yloxy)-cyclopentanecarboxylic acid tert-butyl esterHCID 6842307268.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Compound 15 (700 mg, 1.9 mmol), 7-methoxy-2-phenyl-quinazolin-4-ol (670 mg, 2.66 mmol) and triphenyl phosphine (1245 mg, 4.75 mmol) were dissolved in THF (50 ml) and cooled to 0° C. Diisopropyl azidocarboxylate (960 mg, 4.75 mmol) was added slowly and the slurry was allowed to reach room temperature. After 12 h, the solvent was removed under reduced pressure and the residue taken up in ether and filtrated. Purification by column chromatography (SiO2; 1% methanol in dichloromethane) gave the pure title compound (778 mg, 68%). MS (M+H)+ 603.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659245B2
Source datasetuspto-grants-2010_02
ORD IDord-55272f3cb3434ae0ba10f8b5a220e061
Source noteuspto-grants-2010_02