133869-78-0Relevant articles and documents
Synthesis of 6-Dimethylaminopurine 2',3'-Dideoxynucleosides
Motawia, Mohammed S.,El-Torgoman, Abdel Moneim,Pedersen, Erik B.
, p. 879 - 883 (2007/10/02)
The trimethylsilylated 6-dimethylaminopurine 1 was coupled with the 2',3'-dideoxyribose derivatives 2a, b and 7 by using trimethylsilyl triflate as catalyst to yield the corresponding nucleosides 3a, b, 4a, b and 8, which were appropriately deprotected to give the desired nucleosides 5a, b and 9 as well as the related α-isomers 6a, b and 10.The 2-deoxyribose derivative 12 was mesylated at the 3'-O-position to give 13 which was coupled similarly with 1 to yield compound 14 and its α-anomer 15.Compounds 14 and 15 were treated with tetrabutylammonium fluoride to give the desired 2',3'-didehydro-2',3'-dideoxynucleoside analogue 16 and its α-anomer 17. --- Key Words: Nucleosides, convergent synthesis / Nucleosides, 2',3'-dideoxy- / Nucleosides, 2',3'-didehydro- / Adenine, N6,N6-dimethylnucleosides