| 1 | Author
| C. Sauer, U. Schwabe | Requires cookie* | | Title
| M ethod for the Selective 2 '-0 -S u b stitu tio n o f N ucleosides  | | | Abstract
| This paper presents a new method for selective reactions o f predetermined sugar hydroxyls o f nucleosides. Suc-cinylated nucleosides were investigated as examples for the use of the cyclic phosphate group for protecting purposes. Starting from cyclic AMP the 2'-0-group was selectively succinylated yielding 93% 2'-0-succinyl cyclic AMP. The cyclic phosphate was enzymatically dephosphorylated in a one step procedure under neutral conditions and 2 '-0 -suc-cinyl adenosine containing a small amount o f the 3'-0-isomer was produced in 91% yield. When establishment of equilibrium of the 2'-0-and 3'-0-isomers was allowed, 54% yield of crystallized 3'-0-succinyl adenosine was prod uced. The results suggest that the easily accessible cyclic monophosphates are good protecting groups for the pro duction of nucleoside derivatives, especially at the 2 '-0 -position under neutral conditions. | | |
Reference
| Z. Naturforsch. 35c, 163—167 (1980); received June 15/September 21 1979 | | |
Published
| 1980 | | |
Keywords
| Cyclic AMP, Enzymatic Synthesis, Cyclic Phosphate as Protection Group, 2'-0-Succinyl Adenosine, 2'-0-Substitu-tion o f Nucleosides | | |
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| default:Reihe_C/35/ZNC-1980-35c-0163_n.pdf | | | Identifier
| ZNC-1980-35c-0163_n | | | Volume
| 35 | |
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