Triphenylphosphine → HCID 86614779, compound

Participants

Role	Name	HCID	Charge
Reactant	Triphenylphosphine	HCID 11776	—
Reactant	Diisopropyl azodicarboxylate	HCID 5363146	—
Reactant	(1R,2R,4S)-2-((1R,2S)-1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl) 4-hydroxy-cyclopentanecarboxylic acid tert-butyl ester	HCID 59165438	—
Reactant	HCID 178487686	HCID 178487686	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 86614779	HCID 86614779	10%

Reaction Conditions

Temperature	0 °C

Reaction Steps

To a solution of compound 35 (0.10 mmol) in dry THF (4 mL) was added the quinoline 12 (0.16 mmol) and Ph3P (0.40 mmol). After cooling to 0° C. DIAD (0.40 mmol) was added dropwise during 5 min. The solution was stirred at 0° C. for 1 h and at rt for 48 h. The solvent was evaporated and the remainder was purified using flash column chromatography (toluene/EtOAc 1:1) to give the title compound (10%) as a white solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07700552B2
Source dataset	uspto-grants-2010_04
ORD ID	ord-1e7eda70a128453cb80f0ac15dc05079
Source note	uspto-grants-2010_04