Efficient stereoconservative synthesis of 1-substituted (S)- and (R)-2-aminomethylpyrrolidines and intermediates thereto
US5300660A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Nov 12, 1992 |
| Grant date | Apr 5, 1994 |
| Priority date | — |
| Expiry date | Nov 12, 2012 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D207/16
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Stereoconservative method for preparation of an (R)- or (S)-isomer of the compound of the formula I with at least 95% optical purity ##STR1## wherein R.sup.1 is a hydrogen atom, a saturated or unsaturated lower alkyl group, a cycloalkyl group, or a group (CH.sub.2).sub.m Ph wherein m is 0-3 and Ph is a substituted or unsubstituted phenyl group including PA0 1) O,N-dialkylation, directly or stepwise of (R)- or (S)-proline PA0 2) aminolysis PA0 3) reduction to formation of the (R)- or (S)-isomer of the compound of the formula I, and new intermediates II and III in optical active form obtained by the reaction steps above and wherein R.sup.2 is defined as R.sup.1 above. ##STR2##
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.