(3aR,4S,5R,6aS)-4-(1-Methoxy-1-methyl-ethoxymethyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one | 69828-45-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,4S,5R,6aS)-4-(1-Methoxy-1-methyl-ethoxymethyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one
• 英文别名: (3aR,4S,5R,6aS)-4-(2-methoxypropan-2-yloxymethyl)-5-(oxan-2-yloxy)-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
• CAS: 69828-45-1
• 化学式: C₁₇H₂₈O₆
• 分子量: 328.406
• InChiKey: WAYSICXXIJCXOM-PABDXQCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3aR,4S,5R,6aS)-4-(1-Methoxy-1-methyl-ethoxymethyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one 在 二异丁基氢化铝 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Prostaglandin analogs possessing antinidatory effects. 2. Modification of the .alpha. chain

  摘要：

  Additional double bonds were introduced into the alpha chain in 16-phenoxy-, 16-(3-chlorophenoxy)-, 16-[3-(tri-fluoromethyl)phenoxy]-, and 16-(4-chlorophenoxy)-17,18,19,20-tetranorprostaglandins which have antinidatory effects. Of these analogues, the delta 3-cis-delta 5 analogues 23b is 1200 times more potent than prostaglandin F2 alpha in antinidatory effect in the rat and more potent than any other known prostaglandin analogues.

  DOI：

  10.1021/jm00179a011
• 作为产物：
  描述：

  2-甲氧基丙烯 、 科立内酯 在 四氢呋喃 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 (3aR,4S,5R,6aS)-4-(1-Methoxy-1-methyl-ethoxymethyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one
  参考文献：
  名称：

  Prostaglandin analogs possessing antinidatory effects. 2. Modification of the .alpha. chain

  摘要：

  Additional double bonds were introduced into the alpha chain in 16-phenoxy-, 16-(3-chlorophenoxy)-, 16-[3-(tri-fluoromethyl)phenoxy]-, and 16-(4-chlorophenoxy)-17,18,19,20-tetranorprostaglandins which have antinidatory effects. Of these analogues, the delta 3-cis-delta 5 analogues 23b is 1200 times more potent than prostaglandin F2 alpha in antinidatory effect in the rat and more potent than any other known prostaglandin analogues.

  DOI：

  10.1021/jm00179a011

文献信息

• Prostaglandin analogs possessing antinidatory effects. 2. Modification of the .alpha. chain
  作者：Masaki Hayashi、Yoshinobu Arai、Hirohisa Wakatsuka、Masanori Kawamura、Yoshitaka Konishi、Takeshi Tsuda、Kimiichiro Matsumoto

  DOI：10.1021/jm00179a011

  日期：1980.5

  Additional double bonds were introduced into the alpha chain in 16-phenoxy-, 16-(3-chlorophenoxy)-, 16-[3-(tri-fluoromethyl)phenoxy]-, and 16-(4-chlorophenoxy)-17,18,19,20-tetranorprostaglandins which have antinidatory effects. Of these analogues, the delta 3-cis-delta 5 analogues 23b is 1200 times more potent than prostaglandin F2 alpha in antinidatory effect in the rat and more potent than any other known prostaglandin analogues.