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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527016Generated: October 30, 2026

Triphenylphosphine → HCID 131731865, compound

https://huagongshe.com/reaction/527016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 67286790HCID 67286790—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131731865HCID 131731865—

Reaction Steps

To a solution of racemic [1-Hydroxy-3-methoxy-2-cyclohexanoxy]tert-butyl-dimethylsilane, 51f, (2.5 g; 9.6 mmol) in 60 mL of dry THF at room temperature was added, triphenylphosphine (5.0 g; 19.2 mmol), DIAD (3.9 g; 19.2 mmol) and diphenylphosphoryl azide (5.3 g; 19.2 mmol) and the reaction mixture was stirred at room temperature for 60 h. The solvent was concentrated in vacuo and the resultant oil was purified by silica gel chromatography (10% Et2O-Hexane to ether gradient) to afford 2.57 g of the desired product 51 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345708B2
Source datasetuspto-grants-2016_05
ORD IDord-fdebc62bc4c14d8dad9d69f253c20f08
Source noteuspto-grants-2016_05