3β,6α-diacetoxy-5α-cholan-23-yne | 634894-24-9

• 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: 3β,6α-diacetoxy-5α-cholan-23-yne
• 英文别名: [(3S,5S,6S,8S,9S,10R,13R,14S,17R)-6-acetyloxy-10,13-dimethyl-17-[(2R)-pent-4-yn-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 634894-24-9
• 化学式: C₂₈H₄₂O₄
• 分子量: 442.639
• InChiKey: SRHJKFPCUKSCAE-DIYBRISBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  3β,6α-diacetoxy-5α-cholan-23-yne 在 氢氧化钾 、 Hg-resin 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 34.0h， 生成 3β,6α-dihydroxy-5α-cholan-23-one
  参考文献：
  名称：

  Synthesis of 3β,6α-dihydroxy-5α-cholan-23-one

  摘要：

  Evidence for the presence of 3beta,6alpha-dihydroxy-5alpha-chol-9(11)-en-23-one in the aglycone mixture from the starfish Marthasterias glacialis is provided by the synthesis of 3beta,6alpha-dihydroxy-5alpha-cholan-23-one (19) and its identification in the hydrogenated aglycone mixture. The side-chain is constructed from the 23,24-dinorcholanol (13) by reaction of the 22-tosylate (16) with the acetylide anion, followed by hydration of the resulting 23-yne (17). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.08.020
• 作为产物：
  描述：

  3β,6α-diacetoxy-23,24-dinor-5α-cholan-22-al 在 吡啶 、 sodium tetrahydroborate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 66.0h， 生成 3β,6α-diacetoxy-5α-cholan-23-yne
  参考文献：
  名称：

  Synthesis of 3β,6α-dihydroxy-5α-cholan-23-one

  摘要：

  Evidence for the presence of 3beta,6alpha-dihydroxy-5alpha-chol-9(11)-en-23-one in the aglycone mixture from the starfish Marthasterias glacialis is provided by the synthesis of 3beta,6alpha-dihydroxy-5alpha-cholan-23-one (19) and its identification in the hydrogenated aglycone mixture. The side-chain is constructed from the 23,24-dinorcholanol (13) by reaction of the 22-tosylate (16) with the acetylide anion, followed by hydration of the resulting 23-yne (17). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.08.020