(25R)-5α-spirost-2-en-6,23-dione | 217653-05-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (25R)-5α-spirost-2-en-6,23-dione
• 英文别名: (1R,2S,4S,5'R,6S,7S,8R,9S,12S,13R,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-15-ene-6,2'-oxane]-3',19-dione
• CAS: 217653-05-9
• 化学式: C₂₇H₃₈O₄
• 分子量: 426.596
• InChiKey: FHJSKLALLCMNBQ-JOCSJCSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  31
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (25R)-5α-spirost-2-en-6,23-dione 在 间氯过氧苯甲酸 作用下， 反应 2.0h， 以82%的产率得到(25R)-2α,3α-epoxy-5α-spirostan-6,23-dione
  参考文献：
  名称：

  Synthesis of (25R)-2α,3α-Epoxy-5α-Spirostan-6,23-Dione

  摘要：

  The synthesis and spectroscopic characterization of (25R)-2 alpha,3 alpha-epoxy-5 alpha-spirostan-6,23-dione is described.

  DOI：

  10.1080/00397919808004473
• 作为产物：
  描述：

  [(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S,18S,19R)-16-bromo-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-19-yl] acetate 在 氢氧化钾 、 三氟化硼乙醚 、 lithium carbonate 、 pyridinium chlorochromate 、 lithium bromide 、 sodium nitrite 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.5h， 生成 (25R)-5α-spirost-2-en-6,23-dione
  参考文献：
  名称：

  Synthesis of (25R)-2α,3α-Epoxy-5α-Spirostan-6,23-Dione

  摘要：

  The synthesis and spectroscopic characterization of (25R)-2 alpha,3 alpha-epoxy-5 alpha-spirostan-6,23-dione is described.

  DOI：

  10.1080/00397919808004473

文献信息

• ——
  作者：Angel Dago Morales、Héctor Novoa de Armas、Norbert M. Blaton、Oswald M. Peeters、Camiel J. De Ranter、Martín-Iglesias Arteaga

  DOI：10.1023/a:1012277425969

  日期：——

  The compound (25R)-2 alpha ,3 alpha -epoxy-5 alpha -spirostan-6,23-dione, crystallizes as a hemi-ethyl acetate solvate, having two host molecules of similar conformation per molecule of ethyl acetate, in the asymmetric unit. The O atom of the epoxy group is alpha -oriented. The presence of the epoxy group disturbs the chair conformation in the ring A of the steroidal nucleus. Ring A has a C5 alpha ,C10 beta half-chair conformation. The six-membered rings B, C, and F have chair conformation as expected. The D ring adopts a C14 alpha -envelope conformation and the E ring is midway between a C22 alpha ,O3 beta half-chair and a C22 alpha -envelope conformations. The A/B, B/C, and C/D ring junctions are trans. Crystal data: C27H38O5.(1)/2C4H8O2, Monoclinic, space group P2(1), a = 7.7363(18) b = 28.769(12) c = 12.038(6) Angstrom, beta = 90.88(5), V = 2679.0(10) Angstrom (3), Z = 4. The packing of the molecules is assumed to be dictated by van der Waals interactions and by intermolecular C-H...O hydrogen bonds.