Drouin M, Ruel R, Michel A G
Laboratoire de chimie structurale, Université de Sherbrooke, Québec, Canada.
Acta Crystallogr C. 1991 Aug 15;47 ( Pt 8):1689-93. doi: 10.1107/s010827019001397x.
C20H24O6, Mr = 360.41 lambda (Cu K alpha) = 1.54056 A, room temperature. (I) (5 beta,10 beta,13 alpha,14 alpha)-Methyl 14-hydroxy-1,7,17-trioxoandrost-8-ene-19-oate, triclinic, P1, a = 7.9514 (5), b = 9.2892 (5), c = 12.8534 (12) A, alpha = 81.256 (6), beta = 75.796 (6), gamma = 77.908 (5) degrees, V = 894.85 (11) A3, Z = 2, Dx = 1.338 Mg m-3, mu = 0.77 mm-1, F(000) = 383.96, final R = 0.043 for 2912 observed reflections. (II) (5 beta, 10 beta, 13 beta,14 beta)-Methyl 14-hydroxy-1,7,17-trioxoandrost-8-ene-19-oate, monoclinic, P21/n, a = 12.8704 (9), b = 10.4481 (9), c = 13.1482 (5) A, beta = 104.103 (5) degrees, V = 1714.77 (20) A3, Z = 4, Dx = 1.396 Mg m-3, mu = 0.81 mm-1, F(000) = 767.92, final R = 0.055 for 2516 observed reflections. These two non-natural steroids bear a methoxycarbonyl group at C(10). In both molecules the relative stereo-chemistry is cis for the A/B ring junction and cis for the C/D ring junction. The relative orientations of MeO2C--C(10) and HO--C(14) are anti for (I) and syn for (II). The methoxycarbonyl group lies at the axial position for (I) and equatorial for (II), relative to ring A. The energies of possible conformations for (I) and (II) are evaluated, wherein the A rings adopt a chair conformation.
C20H24O6，Mr = 360.41，λ（Cu Kα） = 1.54056 Å，室温。（I）（5β，10β，13α，14α）-甲基14-羟基-1,7,17-三氧代雄甾-8-烯-19-酸酯，三斜晶系，P1，a = 7.9514（5），b = 9.2892（5），c = 12.8534（12）Å，α = 81.256（6），β = 75.796（6），γ = 77.908（5）°，V = 894.85（11）ų，Z = 2，Dx = 1.338 Mg m⁻³，μ = 0.77 mm⁻¹，F（000） = 383.96，对2912个观测反射的最终R = 0.043。（II）（5β，10β，13β，14β）-甲基14-羟基-1,7,17-三氧代雄甾-8-烯-19-酸酯，单斜晶系，P21/n，a = 12.8704（9），b = 10.4481（9），c = 13.1482（5）Å，β = 104.103（5）°，V = 1714.77（20）ų，Z = 4，Dx = 1.396 Mg m⁻³，μ = 0.81 mm⁻¹，F（000） = 767.92，对2516个观测反射的最终R = 0.055。这两种非天然甾体在C（10）处带有一个甲氧基羰基。在两个分子中，A/B环稠合处的相对立体化学为顺式，C/D环稠合处也为顺式。对于（I），MeO2C--C（10）和HO--C（14）的相对取向为反式，对于（II）为顺式。相对于A环，甲氧基羰基在（I）中处于轴向位置，在（II）中处于赤道位置。评估了（I）和（II）可能构象的能量，其中A环呈椅式构象。
