Preparative Synthesis of 1,3-Dialkyltetrazolium-5-thiolates from 1-Alkyltetrazole-5-thiols

Author(s):  
Tsunehisa Hirashita ◽  
Suguru Murakami ◽  
Takuo Shoji ◽  
Hideaki Kurabayashi ◽  
Shuki Araki
1980 ◽  
Vol 45 (2) ◽  
pp. 611-616 ◽  
Author(s):  
Antonina P. Kavunenko ◽  
Antonín Holý

Preparative synthesis of dinucleoside monophosphates, catalyzed by ribonuclease A, is described. Uridine 2',3' -cyclic phosphate was used as a donor, the acceptors being uridine (Ia), N3-methyl-uridine (Ib), 5-methyluridine (Ic), 6-methyluridine (Id), 3-(β-D-ribofuranosyl)uracil (IIa), 1-methyl-3-(β-D-ribofuranosyl)uracil (IIb), 6-azauridine (III) and 6-methyl-2'-deoxyuridine (IV). The obtained compounds of the type UpN (where N is the nucleoside moiety I-IV) were characterized by paper chromatography, electrophoresis and UV-spectra.


Biomolecules ◽  
2021 ◽  
Vol 11 (4) ◽  
pp. 539
Author(s):  
Alexey L. Kayushin ◽  
Julia A. Tokunova ◽  
Ilja V. Fateev ◽  
Alexandra O. Arnautova ◽  
Maria Ya. Berzina ◽  
...  

During the preparative synthesis of 2-fluorocordycepin from 2-fluoroadenosine and 3′-deoxyinosine catalyzed by E. coli purine nucleoside phosphorylase, a slowdown of the reaction and decrease of yield down to 5% were encountered. An unknown nucleoside was found in the reaction mixture and its structure was established. This nucleoside is formed from the admixture of 2′,3′-anhydroinosine, a byproduct in the preparation of 3-′deoxyinosine. Moreover, 2′,3′-anhydroinosine forms during radical dehalogenation of 9-(2′,5′-di-O-acetyl-3′-bromo- -3′-deoxyxylofuranosyl)hypoxanthine, a precursor of 3′-deoxyinosine in chemical synthesis. The products of 2′,3′-anhydroinosine hydrolysis inhibit the formation of 1-phospho-3-deoxyribose during the synthesis of 2-fluorocordycepin. The progress of 2′,3′-anhydroinosine hydrolysis was investigated. The reactions were performed in D2O instead of H2O; this allowed accumulating intermediate substances in sufficient quantities. Two intermediates were isolated and their structures were confirmed by mass and NMR spectroscopy. A mechanism of 2′,3′-anhydroinosine hydrolysis in D2O is fully determined for the first time.


2003 ◽  
Vol 338 (11) ◽  
pp. 1153-1161 ◽  
Author(s):  
Tatiana Ivannikova ◽  
Fabrice Bintein ◽  
Annie Malleron ◽  
Sylvie Juliant ◽  
Martine Cerutti ◽  
...  

2016 ◽  
Vol 12 ◽  
pp. 648-653 ◽  
Author(s):  
Oksana S Mikhalchenko ◽  
Dina V Korchagina ◽  
Konstantin P Volcho ◽  
Nariman F Salakhutdinov

Conditions enabling the single-step preparative synthesis of chiral 4-fluoropolyhydro-2H-chromenes in good yields through a reaction between monoterpenoid alcohols with para-menthane skeleton and aldehydes were developed for the first time. The BF3·Et2O/H2O system is used both as a catalyst and as a fluorine source. The reaction can involve aliphatic aldehydes as well as aromatic aldehydes containing various acceptor and donor substituents. 4-Hydroxyhexahydro-2H-chromenes were demonstrated to be capable of converting to 4-fluorohexahydro-2H-chromenes under the developed conditions, the reaction occurs with inversion of configuration.


2004 ◽  
Vol 45 (23) ◽  
pp. 4445-4448 ◽  
Author(s):  
Emiliano Bedini ◽  
Alfonso Iadonisi ◽  
Antonella Carabellese ◽  
Michelangelo Parrilli

ChemInform ◽  
2010 ◽  
Vol 30 (7) ◽  
pp. no-no
Author(s):  
J. S. SUN ◽  
A. H. GEISER ◽  
B. FRYDMAN

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