"Method for the synthesis of (2""R)-4'-O-tetra-hydropyranyladriamycim using 14-chloro-daunomycin as an intermediate"
US4889926A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jun 9, 1988 |
| Grant date | Dec 26, 1989 |
| Priority date | — |
| Expiry date | Jun 9, 2008 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07H15/252
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A new compound, i.e., 14-chlorodaunomycin, and its method of preparation are provided. The new compound, useful as an antitumor agent and as an intermediate in the preparation of (2"R)-4'-O-tetrahydropyranyladriamycin, is obtained by reaction of daunomycin with an alkyl ortho-formate and a brominating agent to produce a 14-bromo-13-dialkylketaldaunomycin, hydrolysis of the latter compound, then adding an excess of a solid metal/chloride to produce an acid addition salt of 14-chlorodaunomycin and concurrently salting out the latter compound from the reaction solution, followed by recovering the 14-chlorodaunomycin acid addition salt.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.