Method of making asymmetric de ring intermediates for the synthesis of camptothecin and camptothecin analogs
US5428166A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Apr 12, 1994 |
| Grant date | Jun 27, 1995 |
| Priority date | — |
| Expiry date | Apr 12, 2014 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D491/04
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A method of making racemic DE ring intermediates for the synthesis of camptothecin and camptothecin analogs employing novel intermediates of Formula XX and XXI: ##STR1## as precursors to the DE ring intermediate. The present invention also provides camptothecin analog of Formula I-A ##STR2## wherein: Hal is a halogen is selected from the group consisting of F, Cl, and Br; PA1 R may be loweralkyl; PA1 R.sub.1 may be H, loweralkyl, loweralkoxy, or halo; PA1 R.sub.2, R.sub.3, R.sub.4, and R.sub.5 may each independently be H, amino, hydroxy, loweralkyl, loweralkoxy, loweralkyl-thio, di(loweralkyl)amino, cyano, methylenedioxy, formyl, nitro, halo, trifluoromethyl, amninomethyl, azido, amido, hydrazino, or any of the twenty standard amino acids bonded to the A ring via the amino-nitrogen atom. Additionally, novel compounds useful in the preparation of the compounds of Formula I-A are also provided.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.