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Details for article 142 of 178 found articles
| Title: |
Synthesis of 2',3'-Dideoxy-2'-Fluorokanamycin A |
| Author: |
Tsuchiya, Tsutomu Takahashi, Yoshiaki Endo, Makoto Umezawa, Sumio Umezawa, Hamao |
| Appeared in: |
Journal of carbohydrate chemistry |
| Paging: | Volume 4 (1985) nr. 4 pages 587-611 |
| Year: |
1985-12-01 |
| Contents: |
2',3'-Dideoxy-2'-fluorokanamycin A (23) was prepared by condensation of 6-azido-4-0-benzoyl-2,3,6-trideoxy-2-fluoro-α-D-ribo-hexopyranosyl bromide (13) and a protected disaccharide (19). Methyl 4,6-0-benzylidene-3-deoxy-β-D-arabino-hexopyranoside (5) prepared from methyl 4,6-0-benzylidene-3-chloro-3-deoxy-β-D-allo-hexopyranoside (1) by oxidation with pyridinium chlorochromate followed by reduction with Na2 S2O4 was fluorinated with the DAST reagent to give methyl 4,6-O-benzylidene-2,3-dideoxy-2-fluoro-β-D-ribo-hexopyranoside (7). Successive treatment of 7 with NBS, NaN3 and SOBr2 gave 13. The structure of the final product (23) was determined by the 1H and 19F and shift-correlated 2D NMR spectra. |
| Publisher: |
Taylor & Francis |
| Source file: |
Elektronische Wetenschappelijke Tijdschriften |
Details for article 142 of 178 found articles
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