(2R,3S,3'S,4S,4aR,9aS)-3,4-dimethylspiro[3,4,4a,6,7,8,9,9a-octahydropyrano[3,2-b]oxepine-2,5'-oxolane]-3'-ol | 155250-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (2R,3S,3'S,4S,4aR,9aS)-3,4-dimethylspiro[3,4,4a,6,7,8,9,9a-octahydropyrano[3,2-b]oxepine-2,5'-oxolane]-3'-ol
• CAS: 155250-89-8
• 化学式: C₁₄H₂₄O₄
• 分子量: 256.342
• InChiKey: GOUSLJNQVZXRKQ-SNIKSBKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-(+)-α-甲氧基-α-(三氟甲基)苯乙酸 、 (2R,3S,3'S,4S,4aR,9aS)-3,4-dimethylspiro[3,4,4a,6,7,8,9,9a-octahydropyrano[3,2-b]oxepine-2,5'-oxolane]-3'-ol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Stereoselective synthesis of a KLM ring model of ciguatoxin: Confirmation of the C54 stereochemistry

  摘要：

  A ciguatoxin KLM ring model and its C54 epimer were stereoselectively synthesized. Comparison of their H-1 NMR data with that on the natural toxin established the earlier stereochemical assignment at the C54 position.

  DOI：

  10.1016/s0040-4039(00)61366-7
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3S,3'S,4S,4aR,9aS)-3,4-dimethylspiro[3,4,4a,6,7,8,9,9a-octahydropyrano[3,2-b]oxepine-2,5'-oxolane]-3'-ol
  参考文献：
  名称：

  Stereoselective synthesis of a KLM ring model of ciguatoxin: Confirmation of the C54 stereochemistry

  摘要：

  A ciguatoxin KLM ring model and its C54 epimer were stereoselectively synthesized. Comparison of their H-1 NMR data with that on the natural toxin established the earlier stereochemical assignment at the C54 position.

  DOI：

  10.1016/s0040-4039(00)61366-7

文献信息

• Stereoselective synthesis of a KLM ring model of ciguatoxin: Confirmation of the C54 stereochemistry
  作者：Makoto Sasaki、Atsuhiro Hasegawa、Kazuo Tachibana

  DOI：10.1016/s0040-4039(00)61366-7

  日期：1993.1

  A ciguatoxin KLM ring model and its C54 epimer were stereoselectively synthesized. Comparison of their H-1 NMR data with that on the natural toxin established the earlier stereochemical assignment at the C54 position.