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 → rel-(1R)-1-[(2R,4R,5S)-5-amino-2-cyclopropyl-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]-2-fluoroethanol
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 | rel-(3R,3aR,5R,7aS)-5-cyclopropyl-7a-(2,4-difluorophenyl)-3-(fluoromethyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole | HCID 90253440 | — |
| Product | rel-(1R)-1-[(2R,4R,5S)-5-amino-2-cyclopropyl-5-(2,4-difluorophenyl)tetrahydro-2H-pyran-4-yl]-2-fluoroethanol | HCID 90253568 | — |
Reaction Steps
rel-(3R,3aR,5R,7aS)-5-Cyclopropyl-7a-(2,4-difluorophenyl)-3-(fluoromethyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C44) was converted to the product using the chemistry 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 product was obtained as an oil. Yield: 0.17 g, 0.54 mmol, 99%. LCMS m/z 316.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403846B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-1c989661525745a4be3e3c2212e7b6b3 |
| Source note | uspto-grants-2016_08 |