From D??Glucose to Biologically Potent L??Hexose Derivatives: Synthesis of α??L??Iduronidase Fluorogenic Detector and the Disaccharide Moieties of Bleomycin A2 and …

…, CC Wang, SS Kulkarni, R Puranik…

文献索引：Lee, Jinq-Chyi; Chang, Shu-Wen; Liao, Chih-Cheng; Chi, Fa-Chen; Chen, Chien-Sheng; Wen, Yuh-Sheng; Wang, Cheng-Chung; Kulkarni, Suvarn S.; Puranik, Ramachandra; Liu, Yi-Hung; Hung, Shang-Cheng Chemistry - A European Journal, 2004 , vol. 10, # 2 p. 399 - 415

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被引用次数: 55

摘要

Abstract A novel and convenient route for the synthesis of biologically potent and rare L- hexose derivatives from D-glucose is described. Conversion of diacetone-α-D-glucose (14) into 1, 2: 3, 5-di-O-isopropylidene-β-L-idofuranose (19) was efficiently carried out in two steps. Orthogonal isopropylidene rearrangement of compound 19 led to 1, 2: 5, 6-di-O- isopropylidene-β-L-idofuranose (27), which underwent regioselective epimerization at the ...