12α-methoxymethoxy-isoanticopal-13(16)en-15-al | 950999-24-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 12α-methoxymethoxy-isoanticopal-13(16)en-15-al
• 英文别名: (1S,3S,4aR,4bS,8aS,10aR)-3-(methoxymethoxy)-4b,8,8,10a-tetramethyl-2-methylidene-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1-carbaldehyde
• CAS: 950999-24-3
• 化学式: C₂₂H₃₆O₃
• 分子量: 348.526
• InChiKey: NFFQMQCYVPLRMZ-RMLDPDKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  12α-methoxymethoxy-isoanticopal-13(16)en-15-al 、 甲氧基甲基三苯基氯化膦 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 、 (1S,3S,4aR,4bS,8aS,10aR)-1-[(Z)-2-methoxyethenyl]-3-(methoxymethoxy)-4b,8,8,10a-tetramethyl-2-methylidene-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene
  参考文献：
  名称：

  Nor-limonoid and homoisoanticopalane lactones from methyl isoanticopalate

  摘要：

  A nor-limonoid with a gamma-hydroxybutenolide group was obtained starting from the known methyl isoanticopalate. A new route for the synthesis of several lactones with a homoisoanticopalane skeleton has been opened. The stereochemistry of three intermediates was established by X-ray determination. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.004
• 作为产物：
  描述：

  methyl (+/-)-(14αH)-isogath-12-en-15-oate 在 四丙基高钌酸铵 、 4 A molecular sieve 、 phosphorus pentoxide 、 aluminum isopropoxide 、 二异丁基氢化铝 、 N-甲基吗啉氧化物 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 氯仿 、 甲苯 为溶剂， 反应 27.0h， 生成 12α-methoxymethoxy-isoanticopal-13(16)en-15-al
  参考文献：
  名称：

  Nor-limonoid and homoisoanticopalane lactones from methyl isoanticopalate

  摘要：

  A nor-limonoid with a gamma-hydroxybutenolide group was obtained starting from the known methyl isoanticopalate. A new route for the synthesis of several lactones with a homoisoanticopalane skeleton has been opened. The stereochemistry of three intermediates was established by X-ray determination. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.004

文献信息

• Nor-limonoid and homoisoanticopalane lactones from methyl isoanticopalate
  作者：Pilar Basabe、Sergio Delgado、Isidro S. Marcos、David Diez、Alberto Diego、Mónica de Román、Francisca Sanz、J.G. Urones

  DOI：10.1016/j.tet.2007.06.004

  日期：2007.9

  A nor-limonoid with a gamma-hydroxybutenolide group was obtained starting from the known methyl isoanticopalate. A new route for the synthesis of several lactones with a homoisoanticopalane skeleton has been opened. The stereochemistry of three intermediates was established by X-ray determination. (C) 2007 Elsevier Ltd. All rights reserved.