(2S,3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-2-methoxy-3,5-bis-triethylsilanyloxy-4-[2-triethylsilanyloxy-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran | 214827-37-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-2-methoxy-3,5-bis-triethylsilanyloxy-4-[2-triethylsilanyloxy-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran
• 英文别名: [(2E)-2-[(2S,3S,5S,6R)-2-[1-(benzenesulfonyl)-2-methylpropan-2-yl]-2-methoxy-3,5-bis(triethylsilyloxy)-6-[[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]methyl]oxan-4-ylidene]ethoxy]-triethylsilane
• CAS: 214827-37-9
• 化学式: C₄₃H₈₀O₉SSi₃
• 分子量: 857.425
• InChiKey: FHASLOCQAVNMFE-BJHVPGHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.89
• 重原子数：
  56
• 可旋转键数：
  23
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2S,3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-2-methoxy-3,5-bis-triethylsilanyloxy-4-[2-triethylsilanyloxy-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran 在 四丁基氟化铵 、 溶剂黄146 作用下， 生成 (2R,3S,5S,6S)-6-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-4-[2-hydroxy-eth-(E)-ylidene]-6-methoxy-5-triethylsilanyloxy-2-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-3-ol
  参考文献：
  名称：

  Synthesis of the C17C27 fragment of bryostatin 3

  摘要：

  The key synthetic intermediate corresponding to the C17 - C27 positions of bryostatin 3, has successfully been synthesized. The newly constructed stereogenic centers were unambiguously confirmed by X-ray crystallographic analysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01577-9
• 作为产物：
  描述：

  [(2E)-2-[(2S,3S,5S,6R)-2-[1-(benzenesulfonyl)-2-methylpropan-2-yl]-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2-methoxy-6-[[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]methyl]oxan-4-ylidene]ethoxy]-tert-butyl-diphenylsilane 在 咪唑 、 2,6-二甲基吡啶 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-2-methoxy-3,5-bis-triethylsilanyloxy-4-[2-triethylsilanyloxy-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran
  参考文献：
  名称：

  Synthesis of the C17C27 fragment of bryostatin 3

  摘要：

  The key synthetic intermediate corresponding to the C17 - C27 positions of bryostatin 3, has successfully been synthesized. The newly constructed stereogenic centers were unambiguously confirmed by X-ray crystallographic analysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01577-9

文献信息

• Total Synthesis of Bryostatin 3
  作者：Ken Ohmori、Yasuyuki Ogawa、Tetsuo Obitsu、Yuichi Ishikawa、Shigeru Nishiyama、Shosuke Yamamura

  DOI：10.1002/1521-3773(20000703)39:13<2290::aid-anie2290>3.0.co;2-6

  日期：2000.7.3