Citation: Li Jun HUANG, Yan PANG, Ji Mei MIN, Li He ZHANG. Stereoselective Synthesis of N1-Lyxitol Inosine Derivative[J]. Chinese Chemical Letters, ;2001, 12(7): 575-578.
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1,4-anhydro-2-triflyl-3,5-O-benzenylidene-L-xylitol (5) was constructed in six steps from protected D-xylose. Substitution of 5 with protected 8-bromoinosine 6 gave the key intermediate 5'-O-TBS-2',3'-di-O-acetyl-N1-(2"-deoxy-1",4"-anhydro-3",5"-O-benzenylidene-Llyxitol-2"-yl)-8-bromoinosine (14). Selective removal of 5'-O-TBS-group gave the corresponding 5'-O-phosphorodianilidate 4 though phosphorylation, which was characterized by X-ray crystallographic analysis.
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