Synthesis of C-5 Substituted Tubercidin Derivatives.
Abstract
Methodology for the synthesis of tubercidin derivatives substituted by carbon chains at the C-5 position has been developed. 5-Mercuritubercidin, prepared by reaction of tubercidin with mercuric acetate in water, undergoes coupling to olefins when treated with lithium palladium chloride in either methanol or N,N-dimethylformamide. In this way 5-(1-methoxyethly) tubercidin was prepared from ethylene, 5-(2-cyanoethenyl)tubercidin from acrylonitrile, 5-(2-carboxamido-ethenyl)tubercidin from acrylamide, and 5-(2-methoxycarbonylethenyl) tubercidin from methyl acrylate. Various synthetic transformations of these tubercidin derivatives were investigated.
Document Details
- Document Type
- Technical Report
- Publication Date
- Feb 01, 1979
- Accession Number
- ADA070467
Entities
People
- Donald E. Bergstrom
- Michael J. Schweickert
Organizations
- University of California