HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215886Generated: October 25, 2026
Triphenylphosphine → 9-((1R,4S)-4-(Di-Boc-amino)-cyclopent-2-enyl)-6-((S)-1-hydroxymethyl-2-phenyl-ethylamino)-9H-purine-2-carboxylic acid methyl ester
https://huagongshe.com/reaction/215886
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl Iminodicarboxylate | HCID 279800 | — |
| Reactant | 9-((1R,4S)-4-Ethoxycarbonyloxy-cyclopent-2-enyl)-6-((S)-1-hydroxymethyl-2-phenyl-ethylamino)-9H-purine-2-carboxylic acid methyl ester | HCID 67022992 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 9-((1R,4S)-4-(Di-Boc-amino)-cyclopent-2-enyl)-6-((S)-1-hydroxymethyl-2-phenyl-ethylamino)-9H-purine-2-carboxylic acid methyl ester | HCID 67022924 | — |
Reaction Steps
9-((1R,4S)-4-Ethoxycarbonyloxy-cyclopent-2-enyl)-6-((S)-1-hydroxymethyl-2-phenyl-ethylamino)-9H-purine-2-carboxylic acid methyl ester (Intermediate WB) (1 eq.), di-tert-butyl iminodicarboxylate (1.1 eq.), triphenylphosphane (0.15 eq.) and TEA are dissolved in THF (deoxygenated & dry).) Tris(dibenzylideneacetone)dipalladium(0) (0.05 eq.) is added and the reaction mixture is stirred at 50° C. for 1 hour. The reaction mixture is removed in vacuo and the title compound is obtained by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193164B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-e4c5071b981644b2b7d254bb7e15138f |
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| Source note | uspto-grants-2012_06 |
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