HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-(1-BOC-2-(R)-pyrrolidinylmethoxy)-5-trifluoromethylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-(tert-Butoxycarbonyl)-D-prolinol | HCID 688279 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | 5-(Trifluoromethyl)pyridin-3-ol | HCID 22989707 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(1-BOC-2-(R)-pyrrolidinylmethoxy)-5-trifluoromethylpyridine | HCID 21309660 | — |
Reaction Steps
A 332.9. mg (1.56 mmol) sample of (R)-1-t-butoxycarbonyl-2-pyrrolidinemethanol and 224.9 mg (1.30 mmol) of 3-hydroxy-5-trifluoromethylpyridine were reacted with triphenylphosphine and DEAD (1.56 mmol each) in 5 mL of THF according to the procedure of Example 14a, to give 386 mg of the title compound. MS (DCI/NH3) m/e 347 (M+H)+. 1H NMR (CDCl3, 300 MHz) δ: 8.50 (s, 1H), 8.48 (s, 1H), 7.46 (s, 1H), 4.28-3.90 (m, 3H), 3.48-3.84 (m, 2H), 2.12-1.87 (m, 4H), 1.47 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05948793 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-63765be499bb4283bb25dc2c8aa4c6fe |
| Source note | uspto-grants-1999_09 |