210109-75-4Relevant academic research and scientific papers
Synthesis of rigid hydrophobic tetrazoles using an Ugi multi-component heterocyclic condensation
Bienayme, Hugues,Bouzid
, p. 2735 - 2738 (2007/10/03)
A highly convergent four-component, two-step, one-pot reaction between an aldehyde, a primary amine, an alkyl-β-(N,N-dimethylamino)-α- isocyanoacrylate and hydrazoic acid to form a substituted bicyclic tetrazole is disclosed. Vast arrays of small organic > molecules can be combinatorially prepared with such transformation.
8-Azaadenosine and its 2'-deoxyribonucleoside: Synthesis and oligonucleotide base-pair stability
Seela,Munster,Lochner,Rosemeyer
, p. 1139 - 1155 (2007/10/03)
The synthesis of 8-azaadenosine (1a; z8A) has been performed by SnCl4- catalyzed glycosylation of 8-azaadenine (4) with 1,2,3,5-tetra-O-acetyl-β- D-ribofuranose (5), followed by the separation of the regioisomers 6 an d7 and subsequent deacetylation. The ribonucleoside 1a as well as its 2'-deoxy derivative 1b (z8A(d)) were converted into oligonucleotide building blocks- the phosphonate 2 as well as the phosphoramidites 3 and 19. They were used to prepare the oligoribonucleotide (z8A-U)6 and oligodeoxyribonucleotides. The T(m) values and the thermodynamic data of duplex formation of the modified duplexes showed no significant changes compared to those containing A(d) or A residues. This indicates that the stereoelectronic effect of the 8-azaadenine base which was found for the monomeric nucleoside has only a minor influence on the duplex stability.
