Helvetica Chimica Acta p. 1528 - 1544 (1998)
Update date:2022-07-29
Topics:
Greiner, Beate
Pfleiderer, Wolfgang
The chemical synthesis of 2′-amino-2′-deoxyribonucleosides of uracil, cytosine, adenine, and guanine, and their conversion into suitably protected 3′-phosphoramidite building blocks 35-40 for oligonucleotide synthesis are described. The aglycone and the 2′-amino functions were protected using the 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) group. The synthesis of the 3′-?-succinyl (3′-?-(3-carboxypropanoyl))-substituted starting nucleoside 41 is described and its behavior examined in solution and on solid phase with regard to an anticipated migration during 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) deprotection. Oligonucleotides were prepared using the new building blocks, and their hybridization properties were studied by UV-melting techniques.
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Doi:10.1039/a803336f
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(1998)Doi:10.1016/S0022-328X(00)89188-3
(1981)Doi:10.3390/molecules23071635
(2018)Doi:10.1021/jo00800a006
(1971)Doi:10.1007/BF00475015
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