(2R,3S,4E,5S,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethylidene]-6-[(4-methoxyphenyl)methoxy]-7,7-dimethyl-2-(phenylmethoxymethoxy)-8-phenylsulfanyl-1-[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]octane-3,5-diol | 214827-29-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S,4E,5S,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethylidene]-6-[(4-methoxyphenyl)methoxy]-7,7-dimethyl-2-(phenylmethoxymethoxy)-8-phenylsulfanyl-1-[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]octane-3,5-diol
• CAS: 214827-29-9
• 化学式: C₅₆H₇₂O₉SSi
• 分子量: 949.334
• InChiKey: CLSUHIMWOPHUQC-BVFCUSJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.11
• 重原子数：
  67
• 可旋转键数：
  25
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  叔丁基二甲硅基三氟甲磺酸酯 、 (2R,3S,4E,5S,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethylidene]-6-[(4-methoxyphenyl)methoxy]-7,7-dimethyl-2-(phenylmethoxymethoxy)-8-phenylsulfanyl-1-[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]octane-3,5-diol 在 2,6-二甲基吡啶 作用下， 以99%的产率得到tert-butyl-[(E,4S,5S)-4-[tert-butyl(dimethyl)silyl]oxy-3-[(1S,2R)-1-[tert-butyl(dimethyl)silyl]oxy-2-(phenylmethoxymethoxy)-3-[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]propyl]-5-[(4-methoxyphenyl)methoxy]-6,6-dimethyl-7-phenylsulfanylhept-2-enoxy]-diphenylsilane
  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：

  (+)-3-{(4S,5S)-5-[1,1-dimethyl-2-(phenylthio)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}prop-2-yn-1-ol 在 咪唑 、 水 、 甲基锂 、 碘 、 叔丁基锂 、 4-甲基苯磺酸吡啶 、 二异丁基氢化铝 、 红铝 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成 (2R,3S,4E,5S,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethylidene]-6-[(4-methoxyphenyl)methoxy]-7,7-dimethyl-2-(phenylmethoxymethoxy)-8-phenylsulfanyl-1-[(4R,5R)-2,2,5-trimethyl-1,3-dioxolan-4-yl]octane-3,5-diol
  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

• Synthesis of the C17C27 fragment of bryostatin 3
  作者：Tetsuo Obitsu、Ken Ohmori、Yasuyuki Ogawa、Hiroyuki Hosomi、Shigeru Ohba、Shigeru Nishiyama、Shosuke Yamamura

  DOI：10.1016/s0040-4039(98)01577-9

  日期：1998.10

  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.