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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375291Generated: October 31, 2026

Triphenylphosphine → HCID 69310397, compound

https://huagongshe.com/reaction/2375291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactanttert-butyl N-(2-hydroxyethyl)carbamateHCID 2733206—
Reactant1,2,5-thiadiazol-3-olHCID 4340508—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69310397HCID 6931039795.4%

Reaction Steps

Diisopropyl azodicarboxylate (1.1 ml, 5.5 mmol) was added dropwise to a solution of 2-(t-butoxycarbonylamino)ethanol (850 μl, 5.5 mmol), 3-oxo-2,3-dihydro-1,2,5-thiadiazole (Method 75; 510 mg, 5 mmol) and triphenylphosphine (1.44 g, 5.5 mmol) in THF (20 ml) and the mixture was stirred at ambient temperature for 18 hours. The solvent was evaporated and the residue purified by flash chromatography on silica gel eluting with iso-hexane: EtOAc (100:0 increasing in polarity to 4:1) to give the title compound (1.17 g, 95%) as a white solid. NMR 1.38 (s, 9H), 3.31 (m, 2H), 4.16 (t, 2H), 6.96 (m, 1H), 8.35 (s, 1H); m/z 246.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465728B2
Source datasetuspto-grants-2008_12
ORD IDord-733f3ba711ce4321b9d9315962b84058
Source noteuspto-grants-2008_12