162303-23-3Relevant academic research and scientific papers
2'-deoxy-L-nucleosides
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Page/Page column 41, (2010/02/11)
This invention provides processes for the preparation of compounds having the structure: wherein X and Y are same or different, and H, OH, OR, SH, SR, NH2, NHR′, or NR′R″Z is H, F, Cl, Br, I, CN, or NH2. R is hydrogen, halogen, lower alkyl of C1-C6 or aralkyl, NO2, NH2, NHR′, NR′R″, OH, OR, SH, SR, CN, CONH2, CSNH2, CO2H, CO2R′, CH2CO2H, CH2CO2R′, CH═CHR, CH2CH═CHR, or C═CR. R′ and R″ are same or different, and lower alkyl of C1-C6. R13 is hydrogen, alkyl, acyl, phosphate (monophosphate, diphosphate, triphosphate, or stabilized phosphate) or silyl; and
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.
Synthesis of regioisomeric methyl α-L-arabinofuranobiosides
Kawabata, Yasuyuki,Kaneko, Satoshi,Kusakabe, Isao,Gama, Yasuo
, p. 39 - 48 (2007/10/02)
The three regioisomers of methyl α-L-arabinofuranobioside, namely methyl O-α-L-arabinofuranosyl-(12)-α-L-arabinofuranoside, methyl O-α-L-arabinofuranosyl-(13)-α-L-arabinofuranoside, and methyl O-α-L-arabinofuranosyl-(15)-α-L-arabonofuranoside, we
