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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240240Generated: October 25, 2026

Triphenylphosphine → Quinoxaline

https://huagongshe.com/reaction/240240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantN-Boc-cis-4-hydroxy-L-proline methyl esterHCID 10752873—
SolventTetrahydrofuranHCID 8028—
ProductQuinoxalineHCID 704581%

Reaction Steps

To the solution of 2-9-2 (0.228 g, 0.745 mmol), (2S,4S)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (0.219 g, 0.894 mmol) and Triphenylphosphine (0.293 g, 1.117 mmol) in THF (3.72 ml), the Diisopropyl azodicarboxylate (0.217 ml, 1.117 mmol) was added dropwise at room temperature. The mixture was stirred at room temperature for 2 h. The mixture was concentrated. The crude product was purified by combiflash (25 g silica gel, 0-40% ethyl acetate in Hexanes) to give 1-1-1 (0.320 g, 0.600 mmol, 81% yield). MS-ESI, m/z=534.45 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648037B2
Source datasetuspto-grants-2014_02
ORD IDord-4f4ed4ac0bf84b4980af4c7408f0e16c
Source noteuspto-grants-2014_02