手性5-(R)-(1′R,2′S,5′R)-孟氧基丁内酯并[3,4-b]-2(S)-6(R)-1-N-环己基氮杂环丙烷的合成及晶体结构  

Asymmetric synthesis and crystal structure of 5-(R)-(1'R,2'S,5'R)-menthyloxy-butyrolactone-[3,4-b]-2(S)-6(R)-1-N-cyclohexyl chiral aziridine

作　　者：王建平[1] 程习星[2] 陈庆华[1] 

机构地区：[1]洛阳师范学院化学系,河南洛阳471022 [2]河南科技大学化工与制药学院,河南洛阳471003

出　　处：《化学研究与应用》2006年第7期791-794,共4页Chemical Research and Application

摘　　要：环己胺与手性元5-(R)-(1′R,2′S,5′R)-孟氧基-3-溴-2(5H)-呋喃酮的不对称M ichael加成/分子内亲核取代反应,得到含有两个新手性中心的氮杂环丙烷/稠合丁内酯标题化合物。对其进行了谱学表征和X-射线单晶衍射测定。标题化合物分子式为C20H33NO3,M r=335.47,三斜晶系,P1空间群,晶胞参数:a=5.438(11)。A,b=8.117(2)。A,c=11.572(2)。A,α=96.84(3)°,β=94.48(3)°,γ=101.86(3),°V=493.5(2)。A3,Z=1,D c=1.129g/cm3,R=0.0867,wR=0.2344。The title compound （C20H33 NO3, Mr = 335. 47） was synthesized by Michael addition/internal nucleophilic substitution of the chiral synthon 5 - R - menthyloxy - 3 - bromo - 3 - （5H） - furanone with benzylamine under mild conditions, and its crystal structure was determined by X - ray diffraction method. It is attributed to the triclinic system and P1 space group with cell parameters： a=5.438（11）A,b=8.117（2）A,c=11.572（2）A,α=96.84（3）°,β=94.48（3）°,γ =101.86（3）°,V=493.5（2）A^3,Z=1,Dc=1.129g/cm^3,μ=0. 074mm^-1 and F （000） =184. The structure was refined to R =0. 0867, wR =0. 2344, and 1907unique reflections. The title compound contains four circles and six chiral centers. N （1）, C （14）, and C （15） atoms form a new three-menbered heteroeycle.

关 键 词：氮杂环丙烷 不对称合成 晶体结构 多手性中心 

分 类 号：O641[理学—物理化学]