(2E,4E)-(1S,3S,7R,8E,11S,12S,13E,15S,17R,21R,23R)-17-((R)-1-((benzyloxy)methoxy)ethyl)-21-((tert-butyldiphenylsilyl)oxy)-11-methoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19,25-dioxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-ylocta-2,4-dienoate | 1383605-11-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (2E,4E)-(1S,3S,7R,8E,11S,12S,13E,15S,17R,21R,23R)-17-((R)-1-((benzyloxy)methoxy)ethyl)-21-((tert-butyldiphenylsilyl)oxy)-11-methoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19,25-dioxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-ylocta-2,4-dienoate
• CAS: 1383605-11-5
• 化学式: C₆₈H₉₀O₁₄Si
• 分子量: 1159.54
• InChiKey: VONFAXNEVRHVAC-AYEAEJAGSA-N

反应信息

• 作为反应物：
  描述：

  (2E,4E)-(1S,3S,7R,8E,11S,12S,13E,15S,17R,21R,23R)-17-((R)-1-((benzyloxy)methoxy)ethyl)-21-((tert-butyldiphenylsilyl)oxy)-11-methoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19,25-dioxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-ylocta-2,4-dienoate 在 吡啶 、 lithium tetrafluoroborate 、 正丁基锂 、 甲基三苯基溴化膦 、 氟化氢吡啶 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 16.67h， 生成 Merle 32
  参考文献：
  名称：

  Role of the C8 gem-dimethyl group of bryostatin 1 on its unique pattern of biological activity

  摘要：

  The role of the C-8 gem-dimethyl group in the A-ring of bryostatin 1 has been examined through chemical synthesis and biological evaluation of a new analogue. Assays for biological function using U937, K562, and MV4-11 cells as well as the profiles for downregulation of PKC isozymes revealed that the presence of this group is not a critical determinant for the unique pattern of biological activity of bryostatin. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.073
• 作为产物：
  描述：

  在 吡啶 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以4.8 mg的产率得到(2E,4E)-(1S,3S,7R,8E,11S,12S,13E,15S,17R,21R,23R)-17-((R)-1-((benzyloxy)methoxy)ethyl)-21-((tert-butyldiphenylsilyl)oxy)-11-methoxy-13-(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-5-methylene-19,25-dioxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-ylocta-2,4-dienoate
  参考文献：
  名称：

  Role of the C8 gem-dimethyl group of bryostatin 1 on its unique pattern of biological activity

  摘要：

  The role of the C-8 gem-dimethyl group in the A-ring of bryostatin 1 has been examined through chemical synthesis and biological evaluation of a new analogue. Assays for biological function using U937, K562, and MV4-11 cells as well as the profiles for downregulation of PKC isozymes revealed that the presence of this group is not a critical determinant for the unique pattern of biological activity of bryostatin. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.073