(3R,3a'S,9a'S,10a'S)-6,7-dihydroxy-1',1',12'-trimethyl-6',7',8',9',10',10a'-hexahydro-1'H,3'H,4'H-spiro[indoline-3,2'-[3a,9a](epiminomethano)cyclopenta[b]quinolizine]-2,11'-dione | 190958-91-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: (3R,3a'S,9a'S,10a'S)-6,7-dihydroxy-1',1',12'-trimethyl-6',7',8',9',10',10a'-hexahydro-1'H,3'H,4'H-spiro[indoline-3,2'-[3a,9a](epiminomethano)cyclopenta[b]quinolizine]-2,11'-dione
• CAS: 190958-91-9
• 化学式: C₂₃H₂₉N₃O₄
• 分子量: 411.501
• InChiKey: CRWCDBDYQYRPDB-FMVFYWRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  30.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  93.11
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3R,3a'S,9a'S,10a'S)-6,7-dihydroxy-1',1',12'-trimethyl-6',7',8',9',10',10a'-hexahydro-1'H,3'H,4'H-spiro[indoline-3,2'-[3a,9a](epiminomethano)cyclopenta[b]quinolizine]-2,11'-dione 在 甲基三苯氧基碘磷 、 四氯化锡 、 potassium carbonate 、 间氯过氧苯甲酸 、 potassium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 2.7h， 生成
  参考文献：
  名称：

  C26 DIALKYL AND SPIROALKYL ANALOGS OF MARCFORTINE A

  摘要：

  The C26 dimethyl dioxepinoindole ring found in marcfortine A is unique among natural products. In order to ascertain the importance of the dimethyl moiety to anthelmintic activity, we prepared a variety of C26-dialkyl and spiroalkyl analogs. They include cyclobutyl, cyclohexyl, diethyl, and ethyl-methyl derivatives. This communication describes the synthesis of these compounds. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00224-2
• 作为产物：
  描述：

  marcfortine A 在 甲酸 作用下， 反应 16.0h， 以80%的产率得到(3R,3a'S,9a'S,10a'S)-6,7-dihydroxy-1',1',12'-trimethyl-6',7',8',9',10',10a'-hexahydro-1'H,3'H,4'H-spiro[indoline-3,2'-[3a,9a](epiminomethano)cyclopenta[b]quinolizine]-2,11'-dione
  参考文献：
  名称：

  C26 DIALKYL AND SPIROALKYL ANALOGS OF MARCFORTINE A

  摘要：

  The C26 dimethyl dioxepinoindole ring found in marcfortine A is unique among natural products. In order to ascertain the importance of the dimethyl moiety to anthelmintic activity, we prepared a variety of C26-dialkyl and spiroalkyl analogs. They include cyclobutyl, cyclohexyl, diethyl, and ethyl-methyl derivatives. This communication describes the synthesis of these compounds. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00224-2

文献信息

• C24 and C25 substituted marcfortine A derivatives
  作者：Byung H. Lee、Michael F. Clothier

  DOI：10.1016/s0960-894x(98)00615-5

  日期：1998.12

  The dioxepinoindole ring found in marcfortine A (1) is unique among natural products. In order to determine the importance of the substitution pattern of the C24-C25 olefin, we synthesized a variety of analogs at these positions. With the exception of compound 5, none of these compounds exhibited any anthelmintic activity. (C) 1998 Elsevier Science Ltd. All rights reserved.