HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → HCID 86586684, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Reactant | HCID 86586671 | HCID 86586671 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86586684 | HCID 86586684 | 108.4% |
Reaction Steps
(1R*,2R*,5S*,6R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-6-hydroxymethyl-1-phenyl-8-azabicyclo[3.2.1]octane (Example 29; 1.38 g, 2.5 mmol) in dichloromethane (6 ml) at room temperature was treated with Dess-Martin periodinane (1.07 g, 2.5 mmol) and stirred for 1 hour. The mixture was treated with 5% sodium hydrogen sulfite (50 ml) and saturated sodium hydrogen carbonate (30 ml) and stirred for 5 minutes. The organics were collected, washed with brine, dried (MgSO4) and concentrated in vacuo to afford the title compound as a yellow foam (1.24 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06727249B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-0dba7625b00d429599b6a5ae41627c77 |
| Source note | uspto-grants-2004_04 |