HuagongsheHuagongshe Chemistry Print Report · For research reference only
rel-(3R,3aR,5R)-5-cyclopropyl-3-(methoxymethyl)-3,3a,4,5-tetrahydro-7H-pyrano[3,4-c][1,2]oxazole → rel-(3R,3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)-3-(methoxymethyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | rel-(3R,3aR,5R)-5-cyclopropyl-3-(methoxymethyl)-3,3a,4,5-tetrahydro-7H-pyrano[3,4-c][1,2]oxazole | HCID 90253552 | — |
| Reactant | HCID 118621161 | HCID 118621161 | — |
| Product | rel-(3R,3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)-3-(methoxymethyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole | HCID 90253561 | — |
Reaction Steps
rel-(3R,3aR,5R)-5-Cyclopropyl-3-(methoxymethyl)-3,3a,4,5-tetrahydro-7H-pyrano[3,4-c][1,2]oxazole (C38) was converted to the product using the method described for synthesis of rel-(3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C19) in Example 2. The product was obtained as an oil. Yield: 0.85 g, 2.6 mmol, 55%. LCMS m/z 326.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403846B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-ff41c4fa51bb4c358aff9f04ce010b75 |
| Source note | uspto-grants-2016_08 |