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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506611Generated: November 1, 2026

Triphenylphosphine → Quinoxaline

https://huagongshe.com/reaction/1506611

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 numberUS09220748B2
Source datasetuspto-grants-2015_12
ORD IDord-592c81e3ea9745bbb1d01cf487c40a5c
Source noteuspto-grants-2015_12