(1S,2S,6S,7S)-1,7-Bis-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-1,7-bis-(4-methoxy-benzyloxy)-2,6-dimethyl-heptan-4-one | 174968-08-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1S,2S,6S,7S)-1,7-Bis-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-1,7-bis-(4-methoxy-benzyloxy)-2,6-dimethyl-heptan-4-one
• 英文别名: (1S,2S,6S,7S)-1,7-bis[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]-1,7-bis[(4-methoxyphenyl)methoxy]-2,6-dimethylheptan-4-one
• CAS: 174968-08-2
• 化学式: C₃₉H₅₈O₉
• 分子量: 670.884
• InChiKey: GVNFWIPMUCVWNZ-ATFINPRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  48
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  90.9
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (1S,2S,6S,7S)-1,7-Bis-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-1,7-bis-(4-methoxy-benzyloxy)-2,6-dimethyl-heptan-4-one 在 sodium hydroxide 、 (Sia)2BH 、 硫酸 、 potassium tert-butylate 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-4-[(2S,3S,4S,6R,8S,9S,10S)-8-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3,9-bis-(4-methoxy-benzyloxy)-4,10-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-but-2-enoic acid ethyl ester
  参考文献：
  名称：

  Synthetic Studies of Halichondrin B, an Antitumor Polyether Macrolide Isolated from a Marine Sponge 5. A Highly Concise and Efficient Synthesis of the C37~C54 Tricyclic JKL-Ring Part

  摘要：

  A concise and efficient synthesis of C(37)similar to C-54 tricyclic JKL-ring unit (2) of halichondrin B (1) utilizing C-2-symmetric spiroketal derivative (5) as a synthetic key intermediate, easily provided from dimethyl L-(+)-tartrate, is reported.

  DOI：

  10.3987/com-95-s30
• 作为产物：
  描述：

  (2R)-2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]-2-[(4-methoxyphenyl)methoxy]acetaldehyde 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 (1S,2S,6S,7S)-1,7-Bis-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-1,7-bis-(4-methoxy-benzyloxy)-2,6-dimethyl-heptan-4-one
  参考文献：
  名称：

  Synthetic Studies of Halichondrin B, an Antitumor Polyether Macrolide Isolated from a Marine Sponge 5. A Highly Concise and Efficient Synthesis of the C37~C54 Tricyclic JKL-Ring Part

  摘要：

  A concise and efficient synthesis of C(37)similar to C-54 tricyclic JKL-ring unit (2) of halichondrin B (1) utilizing C-2-symmetric spiroketal derivative (5) as a synthetic key intermediate, easily provided from dimethyl L-(+)-tartrate, is reported.

  DOI：

  10.3987/com-95-s30

文献信息

• Synthetic Studies of Halichondrin B, an Antitumor Polyether Macrolide Isolated from a Marine Sponge 5. A Highly Concise and Efficient Synthesis of the C37~C54 Tricyclic JKL-Ring Part
  作者：Kiyoshi Horita、Shun-ichiro Hachiya、Kazuhito Ogihara、Yutaka Yoshida、Masaaki Nagasawa、Osamu Yonemitsu

  DOI：10.3987/com-95-s30

  日期：——

  A concise and efficient synthesis of C(37)similar to C-54 tricyclic JKL-ring unit (2) of halichondrin B (1) utilizing C-2-symmetric spiroketal derivative (5) as a synthetic key intermediate, easily provided from dimethyl L-(+)-tartrate, is reported.