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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963666Generated: October 31, 2026

Triphenylphosphine → (2s)-2-{[3',5-Difluoro-4'-(phenylsulfonyl)biphenyl-2-yl]oxy}propanoic acid

https://huagongshe.com/reaction/1963666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactanttert-butyl (2R)-2-hydroxypropanoateHCID 10953655—
Reactant3',5-Difluoro-4'-(phenylsulfonyl)biphenyl-2-olHCID 67238902—
SolventTetrahydrofuranHCID 8028—
Product(2s)-2-{[3',5-Difluoro-4'-(phenylsulfonyl)biphenyl-2-yl]oxy}propanoic acidHCID 57572451—

Reaction Steps

Diisopropyl azodicarboxylate (0.19 ml) was added to a solution of the product of example 2 part (iii) (250 mg), tert-butyl(R)-(+)-lactate (141 mg) and triphenylphosphine (252 mg) in tetrahydrofuran (10 ml) at 0° C. After 20 minutes the ice bath was removed and the reaction stirred at room temperature overnight. The reaction mixture was then adsorbed onto silica and purified using flash column chromatography (eluent 10% ethylacetate/hexane) to give the subtitle compound as an oil, yield 140 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415394B2
Source datasetuspto-grants-2013_04
ORD IDord-430b2e8b44a1496ca644e6e83aa79bd9
Source noteuspto-grants-2013_04