The total synthesis of oxanosine, a novel nucleoside antibiotic, has been achieved for the first time. Oxanosine ( ) is a novel nucleoside antibiotic isolated from the culture filtrate of Streptomyces capreolus MG265-CF3. 1 The structure was determined to be 5-amino-3-p-D-ribofurano-
A novel synthesis of oxanosine and 1-thiaguanosine
β Scribed by Kin-Chun Luk; Douglas W. Moore; Dennis D. Keith
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 288 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Akfrad: A novel total synthesis of oxanosinc has been dcvclopcd. The key hctcrocyclc forming reaction of this synthesis is the carbodiimidc mediated dehydration and cyclization of an urea-acid derived from AICA-riboside. The same procedure was also applied to the synthesis of I-thiaguanosine.
Oxanosine (1) is a nucleoside antibiotic isolated from Streptomyces capreolus MG265-CF3,2 with antimicrobial and carcinostatic activities .3.4*5.6 Its structure was determined by single crystal X-ray analysis.7
π SIMILAR VOLUMES
An easy and more efficient synthesis of oxanosine and 2'-deoxyoxanosine has been developed, a key step in the reported synthesis is a new photochemical transformation by UV irradiation of 1-hydroxy derivatives of inosine.
## Abstract A simple, twoβstep synthesis of fumaric acidβ1β^14^C from radioactive potassium cyanide and methyl 2βchloroacrylate is described. The intermediate products, methyl __cis__ and __trans__ 3βcyanoacrylates and the __cis__ and __trans__ 3βcyanoacrylic acids, were hydrolyzed directly to fuma