HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336159Generated: October 29, 2026
Triphenylphosphine → HCID 86711292, compound
https://huagongshe.com/reaction/336159
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | (S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate | HCID 11041481 | — |
| Reactant | 6-Chloro-7-iodo-7-deazapurine | HCID 14809281 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86711292 | HCID 86711292 | 186.2% |
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
| 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-3c7bed2d2f3f4bd8a2659651c9615845 |
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| Source note | uspto-grants-2014_11 |
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