| 143662-83-3

• CAS: 143662-83-3
• 化学式: C₂₀H₂₄N₂O₆
• 分子量: 388.42
• InChiKey: QRLXVVWWAAATPZ-ZRRZAIGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.92
• 重原子数：
  28.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  128.78
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 Bartlett-Loesung 作用下， 反应 10.0h， 以54%的产率得到(1aR,2S,3R,3aR,4S,4aS,7S,9aR,9bR,9cS)-2,7-dihydroxy-3-methyl-6-methylene-11-oxododecahydro-1H-9b,3-(epoxymethano)-4a,7-methanocyclopropa[5,6]benzo[1,2-a]azulene-4-carboxylic acid
  参考文献：
  名称：

  Regio- und stereospezifische Addition von Diazomethan an Gibberellins�ure: Ein neuer effektiver Weg zu 1,2-Methylengibberellinen

  摘要：

  A new pathway to 1-alpha,2-alpha-methylenegibberellines via pyrazoline intermediates is reported. In contrast to the addition of diazomethane to the DELTA-1-double bond of corresponding enones in the case of 1 "Umpolung" of the regioselectivity with cis-addition from the a-side to give pyrazoline ester 4 is observed. Subsequent photolysis of 4 leads to the 1,2-cyclopropyl derivative 6. The structures of the key compounds 4 and 6 are confirmed especially by n.m.r. and X-Ray analysis.

  DOI：

  10.1002/prac.19923340305
• 作为产物：
  描述：

  2β,4a,7-trihydroxy-1-methyl-8-methylene-(3ξ,4ξ)-4,5'-dihydro-3H-gibbano[4,3-c]pyrazole-1α,10β-dicarboxylic acid 1->4a-lactone 10-methyl ester 在 Bartlett-Loesung 作用下， 反应 10.0h， 以38%的产率得到
  参考文献：
  名称：

  Regio- und stereospezifische Addition von Diazomethan an Gibberellins�ure: Ein neuer effektiver Weg zu 1,2-Methylengibberellinen

  摘要：

  A new pathway to 1-alpha,2-alpha-methylenegibberellines via pyrazoline intermediates is reported. In contrast to the addition of diazomethane to the DELTA-1-double bond of corresponding enones in the case of 1 "Umpolung" of the regioselectivity with cis-addition from the a-side to give pyrazoline ester 4 is observed. Subsequent photolysis of 4 leads to the 1,2-cyclopropyl derivative 6. The structures of the key compounds 4 and 6 are confirmed especially by n.m.r. and X-Ray analysis.

  DOI：

  10.1002/prac.19923340305