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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708525Generated: October 31, 2026

Triphenylphosphine → HCID 118379264, compound

https://huagongshe.com/reaction/708525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 6107782HCID 6107782—
ReactantHCID 131733836HCID 131733836—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118379264HCID 11837926422.4%

Reaction Steps

To a solution of benzyl ((2R,3S)-2-((4-(1-hydroxyethyl)-2H-1,2,3-triazol-2-yl)methyl)-4-oxoazetidin-3-yl)carbamate (460 mg, 1.33 mmol), (E)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate (455 mg, 1.465 mmol), and triphenylphosphine (419 mg, 1.60 mmol) in THF (7 ml) at 0° C. was added DIAD (0.311 ml, 1.598 mmol) dropwise. The reaction was stirred at room temperature overnight and concentrated to dryness. Purification of the crude residue via silica gel chromatography (EtOAc-Heptane, 30-60%) afforded the title compound (190 mg, 22%) as a light yellow solid. LCMS: Rt=0.99 min, m/z=638.4 (M+1) Method 2m_acidic.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174978B2
Source datasetuspto-grants-2015_11
ORD IDord-b114eab5240a4897a2c25094193d1442
Source noteuspto-grants-2015_11