Abstract
AbstractThe (2‐dansylethoxy)carbonyl (= {2‐{[5‐(dimethylamino)naphthalen‐l‐yl]sulfonyl}ethoxy}carbonyl; dnseoc) group was employed for protection of the amino functions of the aglycone residues. The lactam function of 2′‐deoxyguanosine was on the one hand unprotected and on the other hand alkylated at O6 of the aglycone with the 2‐(4‐nitrophenyl)ethyl (npe) and 2‐(phenylsulfonyl)ethyl (pse) group, respectively. The syntheses of monomeric building blocks, both phosphoramidites and nucleoside‐ functionalized supports, are described for the three common 2′‐deoxynucleosides (2′‐deoxycytidine, 2′‐deoxyadenosine, 2′‐deoxyguanosine). As kinetic studies with the tritylated nucleosides showed, the dnseoc group is more labile towards DBU cleavage than the corresponding 2‐(4‐nitrophenyl)ethyl‐(npe) and [2‐(4‐nitrophenyl)ethoxy]carbonyl(npeoc)‐protected analogues (see Table 2). These results were confirmed by the very fast deprotection rate of the dnseoc groups at some oligonucleotides.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
