Dai Chao-Feng, Cheng Fang, Xu Hai-Chao, Ruan Yuan-Ping, Huang Pei-Qiang
Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, PR China.
J Comb Chem. 2007 May-Jun;9(3):386-94. doi: 10.1021/cc060166h. Epub 2007 Mar 15.
A flexible approach to the beta-hydroxy gamma-amino acid residue (fragment C) of hapalosin has been developed on the basis of the the regio- and diastereoselective Grignard reaction. The method allows the introduction of different side chains at the C9 of hapalosin. Asymmetric syntheses of hapalosin (1a), 9-homohapalosin (1b), 9-i-butyl-hapalosin (1c), 8-epi-hapalosin (epi-1a), and three small libraries diversified at C9 (3-member, 1L3), C9/ C4 (9-member, 1L9), or C9/C4/C3 (27-member, 1L27) have been produced using this method.
基于区域和非对映选择性格氏反应，已开发出一种灵活处理哈帕洛辛β-羟基γ-氨基酸残基（片段C）的方法。该方法可在哈帕洛辛的C9位引入不同的侧链。利用此方法已完成了哈帕洛辛（1a）、9-高哈帕洛辛（1b）、9-异丁基哈帕洛辛（1c）、8-表哈帕洛辛（表-1a）的不对称合成，以及在C9（3元，1L3）、C9/C4（9元，1L9）或C9/C4/C3（27元，1L27）处多样化的三个小文库的合成。
