(3R,4R,5S,8S)-3-(tert-butyldimethylsilyloxy)-8-((2S,3S,6R)-6-methoxy-3-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methyl-1-trimethylsilylnon-1-yn-5-ol | 942347-25-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4R,5S,8S)-3-(tert-butyldimethylsilyloxy)-8-((2S,3S,6R)-6-methoxy-3-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methyl-1-trimethylsilylnon-1-yn-5-ol
• 英文别名: (3R,4R,5S,8S)-3-[tert-butyl(dimethyl)silyl]oxy-8-[(2S,3S,6R)-6-methoxy-3-methyl-3,6-dihydro-2H-pyran-2-yl]-4-methyl-1-trimethylsilylnon-1-yn-5-ol
• CAS: 942347-25-3
• 化学式: C₂₆H₅₀O₄Si₂
• 分子量: 482.852
• InChiKey: VHXPBPOSKTWDDQ-JLCAUDOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.23
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2S,3S)-2-((S)-3-iodo-1-methylpropyl)-6-methoxy-3-methyl-3,6-dihydro-2H-pyran 、 (2S,3R)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-trimethylsilylpent-4-ynal 在 叔丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 3.92h， 生成 (3R,4R,5R,8S)-3-(tert-butyldimethylsilyloxy)-8-((2S,3S,6R)-6-methoxy-3-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methyl-1-trimethylsilylnon-1-yn-5-ol 、 (3R,4R,5S,8S)-3-(tert-butyldimethylsilyloxy)-8-((2S,3S,6R)-6-methoxy-3-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methyl-1-trimethylsilylnon-1-yn-5-ol
  参考文献：
  名称：

  Synthetic studies toward cytostatin, a natural product inhibitor of protein phosphatase 2A

  摘要：

  Synthetic approaches toward the natural product cytostatin, an inhibitor of protein phosphatase 2A possessing cytotoxic and antimetastatic activities, have been investigated. A formal synthesis of cytostatin has been achieved according to a strategy relying on the formation of the C8-C9 bond by a nucleophilic addition of a functionalized organolithium (C1-C8 subunit) to an aldehyde (C9-C13 subunit). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.012