2-[(1S,3S)-3-[2-[(1S,3S,3'S,4S)-1-methoxy-4,6,6-trimethylspiro[2,5-dioxabicyclo[2.2.2]octane-3,6'-oxane]-3'-yl]ethyl]-2,2-dimethyl-6-methylidenecyclohexyl]acetaldehyde | 226943-63-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[(1S,3S)-3-[2-[(1S,3S,3'S,4S)-1-methoxy-4,6,6-trimethylspiro[2,5-dioxabicyclo[2.2.2]octane-3,6'-oxane]-3'-yl]ethyl]-2,2-dimethyl-6-methylidenecyclohexyl]acetaldehyde
• CAS: 226943-63-1
• 化学式: C₂₇H₄₄O₅
• 分子量: 448.643
• InChiKey: ZGTAZZFLEHNBJE-NLHDTNKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(1S,3S)-3-[2-[(1S,3S,3'S,4S)-1-methoxy-4,6,6-trimethylspiro[2,5-dioxabicyclo[2.2.2]octane-3,6'-oxane]-3'-yl]ethyl]-2,2-dimethyl-6-methylidenecyclohexyl]acetaldehyde 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 (3E)-3-[2-[(1S,3S)-3-[2-[(1S,3S,3'S,4S)-1-hydroxy-4,6,6-trimethylspiro[2,5-dioxabicyclo[2.2.2]octane-3,6'-oxane]-3'-yl]ethyl]-2,2-dimethyl-6-methylidenecyclohexyl]ethylidene]oxolan-2-one
  参考文献：
  名称：

  Studies on the total synthesis of the saponaceolides. 2. Enantioselective synthesis of 2-epi-saponaceolide B

  摘要：

  The paper describes an asymmetric convergent synthesis of 2-epi-saponaceolide B, illustrating a general approach to the construction of the saponaceolide structure. The strategic C10'-C11' bond was formed by coupling a lithium salt containing the left part of the molecule with a carbonyl derivative representing the right part. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00367-6
• 作为产物：
  描述：

  2-[(1S,3S)-3-formyl-2,2-dimethyl-6-methylidenecyclohexyl]ethyl 2,2-dimethylpropanoate 在 吡啶 、 四丙基高钌酸铵 、 偶氮二异丁腈 、 叔丁基锂 、 三正丁基氢锡 、 三乙基硼氢化锂 、 N-甲基吗啉氧化物 、 硫代氯甲酸苯酯 作用下， 以 二氯甲烷 为溶剂， 反应 42.75h， 生成 2-[(1S,3S)-3-[2-[(1S,3S,3'S,4S)-1-methoxy-4,6,6-trimethylspiro[2,5-dioxabicyclo[2.2.2]octane-3,6'-oxane]-3'-yl]ethyl]-2,2-dimethyl-6-methylidenecyclohexyl]acetaldehyde
  参考文献：
  名称：

  Studies on the total synthesis of the saponaceolides. 2. Enantioselective synthesis of 2-epi-saponaceolide B

  摘要：

  The paper describes an asymmetric convergent synthesis of 2-epi-saponaceolide B, illustrating a general approach to the construction of the saponaceolide structure. The strategic C10'-C11' bond was formed by coupling a lithium salt containing the left part of the molecule with a carbonyl derivative representing the right part. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00367-6

文献信息

• Studies on the total synthesis of the saponaceolides. 2. Enantioselective synthesis of 2-epi-saponaceolide B
  作者：Giovanni Vidari、Natalina Pazzi、Gianluigi Lanfranchi、Stefano Serra

  DOI：10.1016/s0040-4039(99)00367-6

  日期：1999.4

  The paper describes an asymmetric convergent synthesis of 2-epi-saponaceolide B, illustrating a general approach to the construction of the saponaceolide structure. The strategic C10'-C11' bond was formed by coupling a lithium salt containing the left part of the molecule with a carbonyl derivative representing the right part. (C) 1999 Elsevier Science Ltd. All rights reserved.