Synthesis and Crystal Structure of 2-Fluoro-4-methyl-3-oxo-4-aza-5α-androst-1-ene-17β-carboxylic Acid Methyl Ester  

作　　者：江银枝 项卓 梁大伟 

机构地区：[1]Department of Applied Chemistry,Zhejiang Sci-Tech. University

出　　处：《Chinese Journal of Structural Chemistry》2010年第4期509-514,共6页结构化学（英文）

基　　金：supported by Young Science Fund of Key Laboratory of Advanced Textile Materials and Manufacturing Technology (Zhejiang Sci-Tech. University),Ministry of Education

摘　　要：The title compound VII, 2-fluoro-4-methyl-3-oxo-4-aza-5α-androst-1-ene-17β-carboxylic acid methyl ester （C21H30FNO3, Mr = 363.46）, was prepared through a seven-step reaction from pregnenolone, and characterized by elemental and single-crystal X-ray diffraction analyses as well as IR, MS and 1H-NMR spectra. It is of monoclinic system, space group P21/c with a = 6.3882（7）, b = 9.9033（11）, c = 15.4925（17） , β = 91.923（2）°, V = 979.57（19） 3, Z = 2, Dc = 1.232 mg/m3, μ = 0.088 mm-1, F（000）= 392, R = 0.0465, wR = 0.0989 and λ（MoKα） = 0.71073 . The structure indicates that the four cycles （A： C（1）–C（2）–C（3）–N（1）–C（5）–C（10）, B： C（5）–C（6）–C（7）– C（8）–C（9）–C（10）, C： C（8）–C（14）–C（13）–C（12）–C（11）–C（9）, D： C（14）–C（15）–C（16）–C（17）–C（13）） are in chairand trans-configurations. The results of crystal structure determination show that there exist weak intra-molecular hydrogen bonds, resulting in a two-dimensional supramolecular frame-work of the title compound.The title compound VII, 2-fluoro-4-methyl-3-oxo-4-aza-5α-androst-1-ene-17β-carboxylic acid methyl ester （C21H30FNO3, Mr = 363.46）, was prepared through a seven-step reaction from pregnenolone, and characterized by elemental and single-crystal X-ray diffraction analyses as well as IR, MS and 1H-NMR spectra. It is of monoclinic system, space group P21/c with a = 6.3882（7）, b = 9.9033（11）, c = 15.4925（17） , β = 91.923（2）°, V = 979.57（19） 3, Z = 2, Dc = 1.232 mg/m3, μ = 0.088 mm-1, F（000）= 392, R = 0.0465, wR = 0.0989 and λ（MoKα） = 0.71073 . The structure indicates that the four cycles （A： C（1）–C（2）–C（3）–N（1）–C（5）–C（10）, B： C（5）–C（6）–C（7）– C（8）–C（9）–C（10）, C： C（8）–C（14）–C（13）–C（12）–C（11）–C（9）, D： C（14）–C（15）–C（16）–C（17）–C（13）） are in chairand trans-configurations. The results of crystal structure determination show that there exist weak intra-molecular hydrogen bonds, resulting in a two-dimensional supramolecular frame-work of the title compound.

关 键 词：fluoro-sterol synthesis crystal structure SUPRAMOLECULE 

分 类 号：O623.624[理学—有机化学]