Synthesis of novel tetracycline derivatives with substitution at the C-8 position
β Scribed by Phaik-Eng Sum; Ving J. Lee; Francis P. Tally
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 148 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
I-Substituted te.mcycm. otiho&bmam' meS, ticatalyzed azide rearrangements. 7(or 9)-azimyclines Abstract llwC-8 funcdooalizatiooof te~clinederivatives via acid-catalyzed reatIangemf%It Of 7(or 9)azieyclines is c%zscribed. These ccmpomaaretbefifsttobepreparedfmulanin~ttehacyclincnucleus.
π SIMILAR VOLUMES
The electrochemical bis-bromination of the chiral building block 1 followed by a dehydrobromination step allowed the preparation of a bromopiperideine 3. The stereoselective addition of nucleophiles onto this key intermediate permitted the synthesis of various 4-substituted piperidine derivatives.
Modification of purine nucleosides at C-8 has been thoroughly studied in the search for antieaacer and antiviral agents, and for introducing labe1s.t Sttbstltution at C-8 mod&~ the hydrolytic stability of the nucleoside, a property that has been studied for some ribotmcleosides2 and 2'-3'dideoxyderi
AbstractΓAmong the hapalosin derivatives synthesized, the compounds carrying methyl (5a), methylthioethyl (5d) and phenylmethyl (5e) groups at the C12 position possess only the cis-peptide structure, in contrast to the cases of 5b and 5c. In addition to their conformational stability, the biological