A practical synthesis of kifunensine analogues as inhibitors of endoplasmic reticulum α-mannosidase I

…, K Karaveg, KW Moremen, WH Pearson

文献索引：Hering, Kirk W.; Karaveg, Khanita; Moremen, Kelley W.; Pearson, William H. Journal of Organic Chemistry, 2005 ,  vol. 70,  # 24  p. 9892 - 9904

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被引用次数: 27

摘要

A practical synthesis of the potent class I α-mannosidase inhibitor kifunensine (1) beginning from the inexpensive and readily available starting material l-ascorbic acid (15) is described. The protected amino-alcohol ((2 R, 3 R, 4 R, 5 R)-5-amino-2, 3: 4, 6- diisopropylidenedioxyhexanol, 11) served as a key intermediate from which several N-1 substituted kifunensine analogues (including N-methyl, N-cyclohexyl, and N-bis ( ...