109923-50-4Relevant articles and documents
A newly devised method for the oxidative unmasking of 1,N6-etheno-adenosines: Facile conversion of adenosine into 2-deuterated adenosine
Sako,Hayashi,Hirota,Maki
, p. 1656 - 1658 (1992)
2-Deuterated adenosine (5) was conveniently prepared from adenosine (1) by applying the ring-fission and reclosure methodology of 1,N6-ethenoadenosine (2) and a new oxidative unmasking method of the etheno moiety.
Efficient synthesis of nebularine and vidarabine via dehydrazination of (hetero)aromatics catalyzed by CuSO4 in water
Xia, Ran,Xie, Ming-Sheng,Niu, Hong-Ying,Qu, Gui-Rong,Guo, Hai-Ming
, p. 1077 - 1081 (2014/03/21)
A simple dehydrazination reaction has been achieved in the presence of a catalytic amount of CuSO4 for the first time. With CuSO4 (2 mol%) as a catalyst and water as a solvent, the dehydrazination products were obtained in good yields (66-95%). Moreover, the drugs nebularine and vidarabine were afforded successfully, and vidarabine could be produced on a 0.923 kg scale, which shows good potential for industrial applications.
A NEW SYNTHETIC ROUTE TO 2-DEUTERIOADENINES SUBSTITUTED OR UNSUBSTITUTED AT THE 9-POSITION
Fujii, Tozo,Saito, Tohru,Hayashibara, Hiromi,Kumazawa, Yukinari,Nakajima, Satoshi
, p. 2449 - 2454 (2007/10/02)
9-alkyl-2-deuterioadenines (VIII b-d) , adenosine-2-d (VIIIe), and 2'-deoxyadenosine-2-d (VIIIf) were synthesized from the 9-substituted adenines Ib-f through cyclization of the monocyclic intermediates VIb-f with formic acid-d2 or 1-(formyl-d)-2-(1H)-pyridone.Hydrolysis of VIIIe, prepared through this synthetic route, with 0.5 N aqueous HCl ( reflux, 2h) gave adenine-2-d (VIIIa) in 77percent yield.Unambiguous assigments of the purine ring protons in the NMR spectra of the unlabeled adenines Ia-f have been made by comparison with those of the labeled adenines VIIIa-f.