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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336151Generated: October 28, 2026

Triphenylphosphine → HCID 86711286, compound

https://huagongshe.com/reaction/336151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant6-Chloro-7-iodo-7-deazapurineHCID 14809281—
ReactantHCID 15274845HCID 15274845—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86711286HCID 8671128691.2%

Reaction Steps

Triphenylphosphine (3.25 g) was added to and dissolved in a solution of (R)-tert-butyl (5-hydroxypent-1-en-3-yl)carbamate (2.5 g) obtained in Step 3 and 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (2.31 g) obtained in Step 1 of Example 1 in DME (23 ml) under ice-cooling. Thereafter, diisopropyl azodicarboxylate (2.44 ml) was gradually added thereto. The reaction mixture was stirred under ice-cooling for 30 minutes and at room temperature for 1 hour, and the solvent was then distilled off under reduced pressure. The resulting residue was dissolved in ethyl acetate, washed with water, and dried over anhydrous sodium sulfate. The solvent was then 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 as a light-yellow solid (3.49 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889666B2
Source datasetuspto-grants-2014_11
ORD IDord-7d9b3165c8244df8a259620472428bc1
Source noteuspto-grants-2014_11