An efficient de novo synthesis of 3-deoxythymidine from D-xylose

Autor: DUSAN MILJKOVIC, VELIMIR POPSAVIN, MIRJANA POPSAVIN, STEVAN LAJSIC, GORDANA CETKOVIC
Jazyk: angličtina
Rok vydání: 2002
Předmět:
Zdroj: Journal of the Serbian Chemical Society, Vol 67, Iss 1, Pp 1-6 (2002)
Druh dokumentu: article
ISSN: 0352-5139
Popis: An efficient stereospecific synthesis of 3-deoxythymidine has been achieved, starting from D-xylose. The key step of the synthesis involved the NBS promoted conversion of 5-O-benzoyl-2,3-di-S-ethyl-2,3-dithio-D-ribose diethyl dithioacetal (4) into the 1-O-acetyl-5-O-benzoyl-2,3-di-S-ethyl-2,3-dithio-b-D-ribofuranose (5), followed by the stereospecific coupling of the intermediate 5 with silylated thymine, in the presence of ethylaluminium dichloride as the catalyst.
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