HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336151Generated: October 28, 2026
Triphenylphosphine → HCID 86711286, compound
https://huagongshe.com/reaction/336151
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 6-Chloro-7-iodo-7-deazapurine | HCID 14809281 | — |
| Reactant | HCID 15274845 | HCID 15274845 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86711286 | HCID 86711286 | 91.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889666B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-7d9b3165c8244df8a259620472428bc1 |
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| Source note | uspto-grants-2014_11 |
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