(2E,4E,12Z,14E,18E,20Z)-(1R,9R,17S,23S)-17-(tert-Butyl-dimethyl-silanyloxy)-9,25,25-trimethyl-10,24,26-trioxa-bicyclo[21.3.1]heptacosa-2,4,12,14,18,20-hexaen-11-one | 210293-75-7

• 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,12Z,14E,18E,20Z)-(1R,9R,17S,23S)-17-(tert-Butyl-dimethyl-silanyloxy)-9,25,25-trimethyl-10,24,26-trioxa-bicyclo[21.3.1]heptacosa-2,4,12,14,18,20-hexaen-11-one
• CAS: 210293-75-7
• 化学式: C₃₃H₅₂O₅Si
• 分子量: 556.858
• InChiKey: DBTQNDFWLNWNGY-MREKKZDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.52
• 重原子数：
  39.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2E,4E,12Z,14E,18E,20Z)-(1R,9R,17S,23S)-17-(tert-Butyl-dimethyl-silanyloxy)-9,25,25-trimethyl-10,24,26-trioxa-bicyclo[21.3.1]heptacosa-2,4,12,14,18,20-hexaen-11-one 在 Dowex-H⁽¹⁺⁾ 、 氟化氢吡啶 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 macrolactin A
  参考文献：
  名称：

  Total Synthesis of Macrolactin A with Versatile Catalytic, Enantioselective Dienolate Aldol Addition Reactions

  摘要：

  A highly convergent total synthesis of macrolactin A (1) utilizes modern asymmetric catalytic C-C coupling methods. The longest linear sequence in the route is 16 steps with an average yield of 86% per step. This total synthesis is valuable, because 1, which has been shown to possess activity against HIV, is not readily accessible from its natural source, a taxonomically unclassified deep-sea bacterium.

  DOI：

  10.1002/(sici)1521-3773(19980518)37:9<1261::aid-anie1261>3.0.co;2-2
• 作为产物：
  描述：

  (R,E)-6-(tert-butyldimethylsilyloxy)-1-iodohept-1-ene 在 tris-(dibenzylideneacetone)dipalladium(0) 、 tris-(dibenzylideneacetone)dipalladium(0) N-甲基吡咯烷酮 、 4-二甲氨基吡啶 、 18-冠醚-6 、 双(三甲基硅烷基)氨基钾 、 二异丁基氢化铝 、 氟化氢吡啶 、 N,N-二异丙基乙胺 、 cadmium(II) chloride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (2E,4E,12Z,14E,18E,20Z)-(1R,9R,17S,23S)-17-(tert-Butyl-dimethyl-silanyloxy)-9,25,25-trimethyl-10,24,26-trioxa-bicyclo[21.3.1]heptacosa-2,4,12,14,18,20-hexaen-11-one
  参考文献：
  名称：

  Total Synthesis of Macrolactin A with Versatile Catalytic, Enantioselective Dienolate Aldol Addition Reactions

  摘要：

  A highly convergent total synthesis of macrolactin A (1) utilizes modern asymmetric catalytic C-C coupling methods. The longest linear sequence in the route is 16 steps with an average yield of 86% per step. This total synthesis is valuable, because 1, which has been shown to possess activity against HIV, is not readily accessible from its natural source, a taxonomically unclassified deep-sea bacterium.

  DOI：

  10.1002/(sici)1521-3773(19980518)37:9<1261::aid-anie1261>3.0.co;2-2