(3R)-3-[(4R,5R,6R)-2,2,5-trimethyl-6-[(E)-prop-1-enyl]-1,3-dioxan-4-yl]butanal | 740836-09-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R)-3-[(4R,5R,6R)-2,2,5-trimethyl-6-[(E)-prop-1-enyl]-1,3-dioxan-4-yl]butanal
• CAS: 740836-09-3
• 化学式: C₁₄H₂₄O₃
• 分子量: 240.343
• InChiKey: RUHVDKAASKBJPG-MJNXNWEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 (3R)-3-[(4R,5R,6R)-2,2,5-trimethyl-6-[(E)-prop-1-enyl]-1,3-dioxan-4-yl]butanal 在 4-甲基苯磺酸吡啶 作用下， 反应 0.5h， 生成 (E)-(2S,3R)-2-((2R,3R)-5-Methoxy-3-methyl-tetrahydro-furan-2-yl)-hex-4-en-3-ol 、 (4R,5R,6R)-4-((R)-3,3-Dimethoxy-1-methyl-propyl)-2,2,5-trimethyl-6-((E)-propenyl)-[1,3]dioxane
  参考文献：
  名称：

  Synthesis and biological activity of mycalolide analogs

  摘要：

  Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The analog 4 was found to have strong actin-depolymerizing activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.046
• 作为产物：
  描述：

  (2R)-2-甲基-1-苯基甲氧基戊烷-3-酮 在 tin(II) trifluoromethanesulfonate 、 4-甲基苯磺酸吡啶 、 溶剂黄146 、 三乙胺 、 tetramethylammonium triacetoxyborohydride 作用下， 以 二氯甲烷 、 丙酮 、 乙腈 为溶剂， 生成 (3R)-3-[(4R,5R,6R)-2,2,5-trimethyl-6-[(E)-prop-1-enyl]-1,3-dioxan-4-yl]butanal
  参考文献：
  名称：

  Synthesis and actin-depolymerizing activity of mycalolide analogs

  摘要：

  Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), was stereoselectively synthesized and was found to have strong actin-depolymerizing activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.078

文献信息

• Synthesis and actin-depolymerizing activity of mycalolide analogs
  作者：Kiyotake Suenaga、Saori Miya、Takeshi Kuroda、Tomohisa Handa、Kengo Kanematsu、Akira Sakakura、Hideo Kigoshi

  DOI：10.1016/j.tetlet.2004.05.078

  日期：2004.7

  Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), was stereoselectively synthesized and was found to have strong actin-depolymerizing activity. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis and biological activity of mycalolide analogs
  作者：Kiyotake Suenaga、Tomoyuki Kimura、Takeshi Kuroda、Keita Matsui、Saori Miya、Satomi Kuribayashi、Akira Sakakura、Hideo Kigoshi

  DOI：10.1016/j.tet.2006.06.046

  日期：2006.8

  Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The analog 4 was found to have strong actin-depolymerizing activity. (c) 2006 Elsevier Ltd. All rights reserved.