Watanabe S, Hirokawa R, Iwamura M
Department of Biomolecular Science, Faculty of Science, Toho University, Chiba, Japan.
Bioorg Med Chem Lett. 1998 Dec 1;8(23):3375-8. doi: 10.1016/s0960-894x(98)00623-4.
An o-nitrobenzyl and an o-nitrophenethyl derivatized 2-deoxyglucose (caged 2-deoxyglucoses) were synthesized from 3,4,6-tri-O-acetyl-D-glucal in only two steps in moderate to good yields as isomeric mixtures, which were irradiated at 350 nm to afford a 2-deoxyglucose. Decomposition of the o-nitrophenethyl derivative upon photolysis proceeded more efficiently than that of the o-nitrobenzyl derivative.
以3,4,6-三-O-乙酰基-D-葡糖醛为原料,仅通过两步反应,以中等至良好的产率合成了邻硝基苄基和邻硝基苯乙基衍生的2-脱氧葡萄糖(笼形2-脱氧葡萄糖),产物为异构体混合物,在350nm波长下照射该混合物可得到2-脱氧葡萄糖。邻硝基苯乙基衍生物在光解时的分解比邻硝基苄基衍生物更有效。