HuagongsheHuagongshe Chemistry Print Report · For research reference only
[(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol → (1S)-1-[(2R,4R,5S)-5-amino-2-cyclopropyl-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol | HCID 71277793 | — |
| Reactant | (3S,3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)-3-methylhexahydro-1H-pyrano[3,4-c][1,2]oxazole | HCID 90253542 | — |
| Product | (1S)-1-[(2R,4R,5S)-5-amino-2-cyclopropyl-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]ethanol | HCID 118621176 | — |
Reaction Steps
(3S,3aR,5R,7aS)-5-Cyclopropyl-7a-(2,4-difluorophenyl)-3-methyl hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C28) was converted to the product using the method described for synthesis of [(2R,4R,5S)-5-amino-2-[(benzyloxy)methyl]-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]methanol (C6) in Preparation P1. The resulting oil was used in the next step without additional purification. Yield: 0.11 g, 0.37 mmol, 87%. LCMS m/z 298.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403846B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-6012e8e1e00649839026042057f2846f |
| Source note | uspto-grants-2016_08 |