HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 22563860, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Cyclopentene-1-ol | HCID 220164 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2,6-Dichloropurine | HCID 5324412 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22563860 | HCID 22563860 | 41% |
Reaction Steps
Add to a stirred solution of 2-cyclopenten-1-ol (2c 2.60 g, 30.9 mmol), 2,6-dichloropurine (1, 7.00 g, 37.0 mmol) and triphenyl phosphine (9.70 g, 37.0 mmol) in dry THF (120 ml) at 0° C., diethyl azodicarboxylate (5.85 ml, 37.0 mmol) dropwise over a period of 15 min. under a nitrogen atmosphere. Stir the resulting solution for 60 hrs at room temperature. Concentrate the reaction mixture, charge the residue directly onto a silica gel column and elute with hexane:ethyl acetate (3:1) to give of 2,6-dichloro-9-cyclopent-2-enyl-9H-purine (3c) (3.20 g, 41%.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07429595B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-0167ac65c2af4e35ace4fd5d5e64ec48 |
| Source note | uspto-grants-2008_09 |