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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626119Generated: October 30, 2026

Triphenylphosphine → HCID 121266762, compound

https://huagongshe.com/reaction/626119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1,1-Bis(4-hydroxyphenyl)-2-phenylbut-1-eneHCID 63059—
Reactant(S)-(-)-N-Boc-prolinolHCID 643448—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
SolventTetrahydrofuranHCID 8028—
ProductHCID 121266762HCID 12126676251%

Reaction Steps

To a stirred mixture of 4-(1-(4-hydroxylphenyl)-2-phenylbut-1-enyl)phenol (500 mg, 1.0 eq), (S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (480 mg, 1.5 eq) and PPh3 (625 mg, 1.5 eq) in 25 mL anhydrous THF under nitrogen was added DIAD (480 mg, 1.5 eq) dropwise at 0° C. The reaction was stirred for 48 h at rt. Then the reaction was quenched with water and extracted with EtOAc. The extract was dried, concentrated and purified by column chromatography to give the desired product (400 mg, 51% yield, Z/E=1/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309211B2
Source datasetuspto-grants-2016_04
ORD IDord-8913e85cc9214e32959503871ad987f2
Source noteuspto-grants-2016_04