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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336159Generated: October 29, 2026

Triphenylphosphine → HCID 86711292, compound

https://huagongshe.com/reaction/336159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamateHCID 11041481—
Reactant6-Chloro-7-iodo-7-deazapurineHCID 14809281—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86711292HCID 86711292186.2%

Reaction Steps

Diisopropyl azodicarboxylate (2.44 ml) was slowly added to a solution of triphenylphosphine (13.1 g) in tetrahydrofuran (70 ml) under ice-cooling. The reaction mixture was stirred under ice-cooling for 1 hour, and then a solution of (S)-tert-butyl (1-hydroxybut-3-en-2-yl)carbamate (7.0 g) synthesized according to the method disclosed in Non-patent Literature Org. Lett., 2005, vol. 7, No. 5, pp. 847-849 and 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (6.97 g) in tetrahydrofuran (35 ml) was slowly added thereto. After the reaction mixture was stirred at room temperature for 2 hours, the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate) to obtain the title compound (20.84 g) as a light-yellow, oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889666B2
Source datasetuspto-grants-2014_11
ORD IDord-3c7bed2d2f3f4bd8a2659651c9615845
Source noteuspto-grants-2014_11