HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → HCID 89370062, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | HCID 86731617 | HCID 86731617 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89370062 | HCID 89370062 | 62% |
Reaction Steps
A solution of (2R,4R)-3-(trifluoromethyl)benzyl 4-hydroxy-1-(3-(trifluoromethyl)benzyl)pyrrolidine-2-carboxylate (D81) (469 mg, 1.05 mmol) in dry DCM (10 ml) was treated with Dess-Martin periodinane (0.57 mg, 1.34 mmol) and stirred at RT 4 hrs. The reaction was quenched with 10% aqueous sodium sulphite solution (10 ml) and extracted with EtOAc (3×10 ml). The organic phases were collected, washed with NaCl sat. sol, dried over Na2SO4 and evaporated to afford a residue which was purified by SPE-Si cartridge (10 g) eluting with a mixture cHex/EtOAc 90/10. Collected fractions after solvent evaporation afforded the title compound (D83) (290 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181279B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-86685b152e1b4de698d68c331de935f7 |
| Source note | uspto-grants-2015_11 |