HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 62349642, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 1-Boc-3-pyrrolidinol | HCID 4416939 | — |
| Reactant | 5-chloropyridin-2-ol | HCID 178516064 | — |
| Solvent | Tetrahydrofurane dichloromethane | HCID 21919333 | — |
| Product | HCID 62349642 | HCID 62349642 | — |
Reaction Steps
To a stirred solution of 5-chloro-2-pyridinol (323.9 mg; 2.5 mmol), tert-butyl 3-hydroxy-1-pyrrolidinecarboxylate (468.0 mg, 2.5 mmol) and triphenylphosphine polymer bound (1 g, 3 mmol) in THF/CH2Cl2 (1:1, 5 ml) slowly was added diethyl azodicarboxylate (435.5 mg 2.5 mmol). The solution was slowly stirred overnight Resin was then removed by filtration and washed with THF. The combined filtrates were evaporated to dryness. The resulting residue was purified by RP-HPLC (10-40% CH3CN). The pure material was treated with 95% TFA/5% H2O, 30 min. The TFA phase was then evaporated to give the desired product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07345063B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-0c8ba81873fc4d31b36ed3f90027ad3a |
| Source note | uspto-grants-2008_03 |