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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410327Generated: November 1, 2026

Triphenylphosphine → HCID 86622728, compound

https://huagongshe.com/reaction/2410327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant1-(tert-Butoxycarbonyl)-4-(2-hydroxyethyl)piperidineHCID 854140—
ReactantHCID 178518986HCID 178518986—
SolventTolueneHCID 1140—
ProductHCID 86622728HCID 8662272876.3%

Reaction Steps

Diisopropyl azodicarboxylate (3.2 mL, 17 mmol) was added to a mixture of 4-(benzyloxy)-1,2-benzisoxazol-3-ol (2.7 g, 11 mmol, EXAMPLE 7, Step 1), tert-butyl 4-(2-hydroxyethyl)piperidine-1-carboxylate (3.1 g, 14 mmol), and triphenylphosphine (4.3 g, 17 mmol) in toluene (11 mL) at 0° C. The mixture was stirred at room temperature for 16 h, and concentrated in vacuo to give a yellow oil. The residual oil was purified by silica gel column chromatography (hexane/ethyl acetate 4:1) to give 3.8 g (76%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816090B2
Source datasetuspto-grants-2014_08
ORD IDord-2c58a458370a4e4abe46bb4b99dc55be
Source noteuspto-grants-2014_08