390824-34-7Relevant academic research and scientific papers
Synthesis and biological activities of 5′-ethylenic and acetylenic modified L-nucleosides and isonucleosides
Wang, Jun-Feng,Yang, Xiao-Da,Zhang, Liang-Ren,Yang, Zhen-Jun,Zhang, Li-He
, p. 8535 - 8546 (2007/10/03)
Two series of 6′-halovinyl-adenosine stereoisomers including 5′-ethylenic and acetylenic substituted l-adenosine, 5′-ethylenic and acetylenic substituted isonucleosides were synthesized. In the l-nucleoside series, compounds 6b, 8b, 10b and 13b showed mod
A stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides
Shi, Zhen-Dan,Yang, Bing-Hui,Wu, Yu-Lin
, p. 3287 - 3296 (2007/10/03)
Using an inexpensive D-galactose from the chiral pool, L-deoxyribose, L-ribose and their derivatives were synthesized via mild reaction conditions. During the synthesis of L-deoxyribose, the key deoxygenation of the 2-hydroxy group of 3,5-O-dibenzyl-methyl-L-arabinofuranoside was performed by reduction of the corresponding triflate with tetrabutylammonium borohydride in high yield. During the synthesis of L-ribose, the key step of inversion of the 2-hydroxy group in the same substrate was carried out by intramolecular SN2 tandem reaction. Then the L-ribosyl donors were submitted to glycosidations according to Vorbrüggen's conditions to give L-ribosides (L-uridine, L-5-fluorouridine, L-iodouridine, L-thymidine, L-puridine, L-adenosine and L-guanosine) in excellent yields.
A stereospecific synthesis of L-ribose and L-ribosides from D-galactose
Shi, Zhen-Dan,Yang, Bing-Hui,Wu, Yu-Lin
, p. 7651 - 7653 (2007/10/03)
An inexpensive D-galactose was converted into L-ribose and its derivatives via mild reaction conditions. The L-ribosyl donor was submitted to a glycosidation according to Vorbrüggen's conditions to give L-ribosides in high yields.
