The Wittig reaction of l-benzyl-7-formylwye amino] ethyl] triphenylphosphonium chloride (8) followed by successive methylation and reduction gave (-) -wybutine
โฆ LIBER โฆ
Synthesis of optically active forms of hydroxy-y base, the minor component of rat liver phenylalanine transfer ribonucleic acid
โ Scribed by Taisuke Itaya; Nobuhide Watanabe; Akemi Mizutani
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 250 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
R-(i?*,S*) I-E-Hydroxywybutine (8) and its [S-(R*,R*)]-isomer (9) have been synthesized
as the most probable alternatives for hydroxy-Y base isolated from rat liver phenylalanine tRNA.
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The synthesis of the title compounds started with the Vilsmeier reaction of 3-[2,3,5-tris-O-(tert-butylalmethylsilyl)-~-D-ribofuranosyl]wye (b'b) and proceeded through the Wittig reaction with (R)-N-(methoxyearbonyl)-3-(triphenylphosphonio)alaninate (4), methylation with trimethyisilyldiazomethane,