(1R,3S,4'S,6R,8S,10R,12S,16R,18S,19R,20R,22R,25S,27R,29Z,32S,34R,36S,38R,40S,42R,43S,44S,45R,47S,48S,49S,50R,52S,54R,56R,58S,59R)-16-[(E,3S)-3,4-bis(naphthalen-2-ylmethoxy)but-1-enyl]-43,44,49,54,58-pentamethyl-4',19,48,59-tetrakis(naphthalen-2-ylmethoxy)spiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,2'-oxolane] | 909116-76-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: (1R,3S,4'S,6R,8S,10R,12S,16R,18S,19R,20R,22R,25S,27R,29Z,32S,34R,36S,38R,40S,42R,43S,44S,45R,47S,48S,49S,50R,52S,54R,56R,58S,59R)-16-[(E,3S)-3,4-bis(naphthalen-2-ylmethoxy)but-1-enyl]-43,44,49,54,58-pentamethyl-4',19,48,59-tetrakis(naphthalen-2-ylmethoxy)spiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,2'-oxolane]
• CAS: 909116-76-3
• 化学式: C₁₂₆H₁₃₄O₁₉
• 分子量: 1952.44
• InChiKey: MZNPETUIBNDGJG-BTELFYGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.1
• 重原子数：
  145
• 可旋转键数：
  21
• 环数：
  25.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  175
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  (1R,3S,4'S,6R,8S,10R,12S,16R,18S,19R,20R,22R,25S,27R,29Z,32S,34R,36S,38R,40S,42R,43S,44S,45R,47S,48S,49S,50R,52S,54R,56R,58S,59R)-16-[(E,3S)-3,4-bis(naphthalen-2-ylmethoxy)but-1-enyl]-43,44,49,54,58-pentamethyl-4',19,48,59-tetrakis(naphthalen-2-ylmethoxy)spiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,2'-oxolane] 在 水 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 (1R,3S,3'S,6R,8S,10R,12S,16R,18R,19R,20S,22R,25S,27R,29Z,32S,34R,36S,38R,40S,42R,43S,44S,45R,47S,48S,49S,50R,52S,54R,56R,58S,59R)-43,44,49,54,58-pentamethyl-16-[(E)-2-[(4S)-2-naphthalen-2-yl-1,3-dioxolan-4-yl]ethenyl]spiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,5'-oxolane]-3',19,48,59-tetrol
  参考文献：
  名称：

  METHOD OF SYNTHESIS OF CIGUATOXIN CTX1B AND COMPOUNDS USEFUL FOR THE SYNTHESIS OF CIGUATOXIN CTX1B

  摘要：

  公开号：

  EP1982988B1
• 作为产物：
  描述：

  (1R,3S,4'S,5R,7S,8R,10R,11S,13R,15R,17S,19R,20S,21S,22S,24R,25S,26S,27R,29S)-8-[[(1R,3R,4R,5S,7R,11S,13R,15S,17R,20S,21R,23S)-7-[(E,3S)-3,4-bis(naphthalen-2-ylmethoxy)but-1-enyl]-4-(naphthalen-2-ylmethoxy)-21-prop-2-enyl-2,6,12,16,22-pentaoxapentacyclo[13.10.0.03,13.05,11.017,23]pentacosa-8,18,24-trien-20-yl]oxy]-11,15,20,25,26-pentamethyl-4',10,21-tris(naphthalen-2-ylmethoxy)-7-prop-2-enylspiro[2,6,12,18,23,28-hexaoxahexacyclo[15.13.0.03,13.05,11.019,29.022,27]triacontane-24,2'-oxolane] 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以78%的产率得到(1R,3S,4'S,6R,8S,10R,12S,16R,18S,19R,20R,22R,25S,27R,29Z,32S,34R,36S,38R,40S,42R,43S,44S,45R,47S,48S,49S,50R,52S,54R,56R,58S,59R)-16-[(E,3S)-3,4-bis(naphthalen-2-ylmethoxy)but-1-enyl]-43,44,49,54,58-pentamethyl-4',19,48,59-tetrakis(naphthalen-2-ylmethoxy)spiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,14,23,29-tetraene-45,2'-oxolane]
  参考文献：
  名称：

  METHOD OF SYNTHESIS OF CIGUATOXIN CTX1B AND COMPOUNDS USEFUL FOR THE SYNTHESIS OF CIGUATOXIN CTX1B

  摘要：

  公开号：

  EP1982988B1