Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols
US8501967B2 · kind B2 · utility
Assignee
Inventors
Key dates
| Filing date | Jul 27, 2012 |
| Grant date | Aug 6, 2013 |
| Priority date | — |
| Expiry date | Jul 27, 2032 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07B2200/07
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for the preparation of N-monosubstituted β-aminoalcohol sulfonates of formula (1a), (1b):wherein R1 is C6-20-aryl or C4-12-heteroaryl, each optionally being substituted with one or more halogen atoms and/or one or more C1-4-alkyl or C1-4-alkoxy groups, R2 is C1-4-alkyl or C6-20-aryl, each aryl optionally being substituted with one or more halogen atoms and/or one or more C1-4-alkyl or C1-4-alkoxy groups, and wherein R3 is selected from the group consisting of C1-18-alkyl, C6-20-cycloalkyl, C6-20-aryl and C7-20-aralkyl residues; including a) reacting a methyl ketone, a primary amine, formaldehyde and a sulfonic acid, at a pressure above 1.5 bar, optionally in a organic solvent, said organic solvent which can include water to provide N-monosubstituted β-aminoketone sulfonates of formula (II):wherein R1, R2 and R3 are as defined above, and b) asymmetrically hydrogenating.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.