摘要
以糠醛为原料通过光氧化反应生成4-羟基丁烯内酯,再与薄荷醇缩醛化制得手性合成砌块5(R)-(1R,2S,5R)-孟氧基-2(5H)-呋喃酮(1),然后使1与正十八胺进行不对称Michael加成反应,在十分温和的条件下得到标题化合物4(R)-N-正-十八氨基-5(R)-(1R,2S,5R)-孟氧基-3,3-二氢呋喃-2-酮(2)。并通过元素分析,IR,~1HNMR,^(13)CNMR和MS对其进行了结构表征。
From the photooxidation of raw material furfural 1, 5-hydroxy-2 （5H）-furanone was prepared easily. Chiral synthon 5 （R） - （ 1 R, 2 S, 5 R） -menthoxy-2 （ 5 H ） -furanone 1 was obtained by the acetalization of 5- hydroxy-2 （5 H） -furanone with menthol. Then the title compound, 4 （R） -N-n-octadecylamino-5 （ R ）- （ 1 R, 2S, 5R）-menthoxy- 2（3, 3-dihyro）-furanone 2 was synthesized via the asymmetric Micheal addition reaction of 1 and n-octadecylamine under mild condition, and its structure was characterized by elemental analysis and spectroscopic data, such as IR, 1H NMR, 13C NMR and MS.
出处
《洛阳师范学院学报》
2007年第5期81-82,共2页
Journal of Luoyang Normal University
