24-Nor-5β,14β-chol-20(22)-en-3β,14,21,23-tetraol | 116499-22-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 24-Nor-5β,14β-chol-20(22)-en-3β,14,21,23-tetraol
• 英文别名: (3S,5R,8R,9S,10S,13R,14S,17R)-17-[(Z)-1,4-dihydroxybut-2-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,14-diol
• CAS: 116499-22-0
• 化学式: C₂₃H₃₈O₄
• 分子量: 378.552
• InChiKey: OOZHVVRHZVQVIE-ZIUDJJSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  80.92
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  24-Nor-5β,14β-chol-20(22)-en-3β,14,21,23-tetraol 生成 24-Nor-5β,14β-chol-20(22)-en-3β,14,21,23-tetraol-21,23-diacetat
  参考文献：
  名称：

  LINDIG, CLAUS;REPKE, KURT R. H., J. PRAKT. CHEM., 329,(1987) N 5, 841-858

  摘要：

  DOI：
• 作为产物：
  描述：

  毛地黄毒苷配基 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 24-Nor-5β,14β-chol-20(22)-en-3β,14,21,23-tetraol
  参考文献：
  名称：

  合成 Cardenolides 和相关产品。三、异心内酯

  摘要：

  描述了与天然强心剂密切相关的新型强心内酯的合成。它们是通过次卤酸或有机过酸氧化从洋地黄毒苷、洋地黄毒苷、洋地黄毒苷和天花黄素衍生的 17β-[3-呋喃基]雄甾烷中获得的。β-D-和α-L-糖苷衍生物的制备也有报道。

  DOI：

  10.1139/v74-239

文献信息

• Oxidation of Alcohols with o-Iodoxybenzoic Acid in DMSO: A New Insight into an Old Hypervalent Iodine Reagent
  作者：Marco Frigerio、Marco Santagostino、Simona Sputore、Giovanni Palmisano

  DOI：10.1021/jo00127a036

  日期：1995.11

  The ultracentennial 10-I-4 iodinane oxide IBX (3; o-iodoxybenzoic acid; 1-hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide) represents a new oxidizing-reagent that successfully joins to the large family of known oxidants. IBX, in contrast to other valuable oxidants, is inexpensive to prepare and easy to handle, can tolerate moisture and water, and generally gives very good yields. Furthermore, IBX is mild and chemoselective (primary alcohols are converted into aldehydes with no overoxidation to acids; 1,2-diols are converted to alpha-ketols or alpha-diketones without oxidative cleavage; amino alcohols are oxidized to amino carbonyls, without protection of the amino group; sensitive heterocycles are not affected; various other functional groups are compatible with IBX oxidation). IBX is versatile (it works in various solvents and it is highly sensitive to temperature variations), and its solutions in DMSO are stable enough to carry out the oxidation reaction easily.
• Lindig, Claus; Repke, Kurt R. H., Journal fur praktische Chemie (Leipzig 1954), 1987, vol. 329, # 5, p. 841 - 858
  作者：Lindig, Claus、Repke, Kurt R. H.

  DOI：——

  日期：——