Process for preparation of chiral 3-amino-pyrrolidine and analogous bicyclic compounds
US5703244A · kind A · utility
48Cited by
3References
8Claims
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Key dates
| Filing date | Nov 21, 1996 |
| Grant date | Dec 30, 1997 |
| Priority date | — |
| Expiry date | Nov 21, 2016 |
Classification
- Technology area (CPC Y)Emerging Cross-Sectional Technologies
- CPC primaryY02P20/55
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for the preparation of chiral 3-aminopyrrolidine and analogous bicyclic derivatives from dihydroxy olefins by treatment with titanium isopropoxide, an optically active tartrate ester and tert-butyl hydroperoxide, followed by subsequent alkylation of the intermediate with an alkyl or alkenyl magnesium halide, then pyrrolidine ring formation by condensation with an arylmethylamine, subsequent chiral replacement of a ring hydroxyl group with an amino group with further protection thereof, optional additional substitution closing of the second ring, and hydrogenolysis to remove a ring-nitrogen protecting group.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.