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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876522Generated: October 31, 2026

Triphenylphosphine → HCID 59333649, compound

https://huagongshe.com/reaction/1876522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant2,6-DichloropurineHCID 5324412—
Reactanttert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylateHCID 6544479—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59333649HCID 5933364992.2%

Reaction Steps

Tetrahydrofuran (200 ml) was added to 2,6-dichloropurine (6 g, 31.8 mmol), tert-butyl (3R)-3-hydroxypyrrolidine-1-carboxylate (5.94 g, 31.8 mmol), and triphenylphosphine (9.2 g, 34.9 mmol) and the resulting mixture was made uniform. Diisopropyl azodicarboxylate (6.9 ml, 35 mmol) was added with ice cooling and the resulting mixture was stirred at room temperature for 30 minutes and then heated to reflux for 1 hour. The reaction mixture was cooled, then the solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (hexane:ethyl acetate=7:3 to 6:4 to 5:5 to 4:6) to give the title compound (10.5 g, 92%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309546B2
Source datasetuspto-grants-2012_11
ORD IDord-d0ada3ff6f6e4239b95d254f77dc135c
Source noteuspto-grants-2012_11