33737-08-5Relevant articles and documents
Isonucleosides: Design and synthesis of new isomeric nucleosides with antiviral potential
Nair, Vasu,Piotrowska, Dorota G.,Okello, Maurice,Vadakkan, Jean
, p. 687 - 690 (2007)
Isonucleosides discovered in our laboratory have been found to have interesting antiviral activity. The design, development of methodology, and stereochemical synthesis of new isonucleosides of anti-HCV interest are described. Antiviral results are cited.
Novel selectivity in carbohydrate reactions, IV: DABCO-mediated regioselective primary hydroxyl protection of carbohydrates
Gadakh, Bharat Kacheshwar,Patil, Premanand Ramrao,Malik, Satish,Kartha, K. P. Ravindranathan
experimental part, p. 2430 - 2438 (2009/12/03)
An efficient procedure for the regioselective tritylation of primary hydroxyl group of aldohexopyranosides and nucleosides using trityl chloride in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO) in dichloromethane has been developed. Subsequent acetylation of the tritylated products in the same pot has been made possible, thereby providing an efficient route to the fully protected carbohydrate derivatives that can be discriminated chemoselectively.
Stereospecific synthesis of (+)-muscarine from D-glucose, suitable for preparation of 5-substituted analogues
Popsavin, Velimir,Beric, Ostoja,Radic, Ljubica,Popsavin, Mirjana,Cirin-Novta, Vera,Miljkovic, Dusan
, p. 1522 - 1527 (2007/10/03)
A stereospecific synthesis of (+)-muscarine iodide (1) has been achieved starting from D-glucose as a chiral precursor. The key steps of the synthesis involved a stereospecific cyclization of 3,5-di-O-mesyl derivative 3 into the 2,5-anhydride 4, the stereospecific catalytic hydrogenation of unsaturated derivative 6, and the C-4 epimerization of alcohol 12 by Mitsunobu reaction.