210702-75-3Relevant academic research and scientific papers
Synthesis of beta-L-2'-deoxy nucleosides
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Page/Page column 28, (2010/02/11)
An improved process for the preparation of 2′-modified nucleosides and 2′-deoxy-nucleosides, such as, β-L-2′-deoxy-thymidine (LdT), is provided. In particular, the improved process is directed to the synthesis of a 2′-deoxynucleoside that may utilize different starting materials but that proceeds via a chloro-sugar intermediate or via a 2,2′-anhydro-1-furanosyl-nucleobase intermediate. Where an 2,2′-anhydro-1-furanosyl base intermediate is utilized, a reducing agent, such as Red-Al, and a sequestering agent, such as 15-crown-5 ether, that cause an intramolecular displacement reaction and formation of the desired nucleoside product in good yields are employed. An alternative process of the present invention utilizes a 2,2′-anhydro-1-furanosyl base intermediate without a sequestering agent to afford 2′-deoxynucleosides in good yields. The compounds made according to the present invention may be used as intermediates in the preparation of other nucleoside analogues, or may be used directly as antiviral and/or antineoplastic agents.
Synthesis and testing of new modified nucleosides
Jung, Michael E.,Nichols, Christopher J.,Kretschik, Oliver,Xu, Yue
, p. 541 - 546 (2007/10/03)
New efficient routes for the high-yielding synthesis of several classes of modified nucleosides have been developed. We have prepared both the D- and L-enantiomers of the methylene-expanded oxetanocin isonucleosides 1a-c and the L-2',3'-dideoxy isonucleosides 2abc (both the oxa and thia analogues) as well as new routes for the preparation of L-ribose and 2-deoxy L-ribose 3ab and their modified nucleosides 4.
A de novo synthesis of ethyl 2-deoxy-L-ribosides
Jung, Michael E.,Nichols, Christopher J.
, p. 4615 - 4618 (2007/10/03)
A short (7-step) and efficient synthesis of several derivatives of 2- deoxy-L-ribose 1, e.g., the ethyl ribosides, 2abc, has been accomplished from achiral precursors.
