HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole → 2H-PYRAN-3-OL, TETRAHYDRO-4,4-DIMETHOXY-, (3R)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole | HCID 2734713 | — |
| Reactant | Boron | HCID 5462311 | — |
| Reactant | 4,4-Dimethoxyoxan-3-one | HCID 11848643 | — |
| Product | 2H-PYRAN-3-OL, TETRAHYDRO-4,4-DIMETHOXY-, (3R)- | HCID 11665459 | — |
Reaction Steps
reacting 4,4-dimethoxydihydro-2H-pyran-3(4H)-one with a boron reducing agent and S-(−)-2-methyl-CBS-oxazaborolidine, over a period of at least six hours to provide the (R)-4,4-dimethoxytetrahydro-2H-pyran-3-ol, wherein (R)-4,4-dimethoxytetrahydro-2H-pyran-3-ol is formed in at least 90% enantiomeric excess.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150532B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-75ea4b947bde4a74b9b03d90869b0dea |
| Source note | uspto-grants-2015_10 |