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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 741694Generated: October 31, 2026

Triphenylphosphine → HCID 131719534, compound

https://huagongshe.com/reaction/741694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactanttert-Butyl (((1,1-dimethylethoxy)carbonyl)oxy)carbamateHCID 2728863—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 67732574HCID 67732574—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131719534HCID 13171953498%

Reaction Steps

To a solution of the product of Step 3, above (15, 1.8 g, 6 mmol), PPh3 (1.9 g, 7.2 mmol) and N,O-di-tert-butoxycarbonylhydroxylamine (1.85 g, 7.8 mmol) in THF (25 ml) was added dropwise a solution of diethylazodicarboxylate (1.2 ml, 7.2 mmol) in THF (5 ml) under a nitrogen atmosphere. The reaction mixture was stirred at room temperature for 1.5 hours and solvent was removed under reduced pressure. The resultant residue was purified by column chromatography on silica gel (eluent=ethyl acetate:n-hexane, 1:7) to afford 3.0 g (98% yield) of the title compound (16) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05552424
Source datasetuspto-grants-1996_09
ORD IDord-ca793b63c88841f684156bd4cc518304
Source noteuspto-grants-1996_09