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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643833Generated: October 30, 2026

Triphenylphosphine → 5-((1R,2S)-1-tert-Butoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-3-(7-methoxy-2-phenyl-quinolin-4-yloxy)-cyclopent-1-enecarboxylic acid methyl ester

https://huagongshe.com/reaction/643833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant5-((1R,2S)-1-tert-Butoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-3-hydroxy-cyclopent-1-enecarboxylic acid methyl esterHCID 59204196—
ReactantHCID 178487676HCID 178487676—
SolventTetrahydrofuranHCID 8028—
Product5-((1R,2S)-1-tert-Butoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-3-(7-methoxy-2-phenyl-quinolin-4-yloxy)-cyclopent-1-enecarboxylic acid methyl esterHCID 59204187—

Reaction Steps

To an ice cooled solution of 29 (41 mg, 116 mmol) in dry THF, 7-methoxy-2-phenyl-quinolin-4-ol (150 mmol) and triphenylphosphine (150 mmol) were added. Then DIAD (160 mmol) was dissolved in THF (2 mL) and added dropwise to the solution. After one hour the mixture was concentrated and purified using flash chromatography (toluene/ethyl acetate 3:1). This gave the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700552B2
Source datasetuspto-grants-2010_04
ORD IDord-ee34652d40114054a7c99e44176289e1
Source noteuspto-grants-2010_04