(2E,8E)-10-Hydroxy-deca-2,8-dien-4,6-diinal | 161923-05-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E,8E)-10-Hydroxy-deca-2,8-dien-4,6-diinal
• 英文别名: (2E,8E)-10-hydroxydeca-2,8-dien-4,6-diynal
• CAS: 161923-05-3
• 化学式: C₁₀H₈O₂
• 分子量: 160.172
• InChiKey: ZYLXEOPOHOJLCF-KQQUZDAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E,8E)-10-Hydroxy-deca-2,8-dien-4,6-diinal 在 喹啉 、 2,3-di-tert-butylphenol 、 barium permanganate 、 potassium tert-butylate 、 氢气 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 、 丙酮 为溶剂， 反应 9.08h， 生成 21-(2,4,10-Trioxa-adamat-3-yl)-heneicosa-3,5,11,13,15,17,19-heptaen-7,9-diin-2-on
  参考文献：
  名称：

  Synthese von ?-Acetyl-?-methylenpolyencarbons�ureestern

  摘要：

  The alpha-methylenpolyene carboxylic acids 1 and 2 are highly active against Gram-positive bacteria. If this activity arises from an interference with the cell membranes, then an abrupt change in biological properties is to be expected with growing chain length of simple model compounds. To make these tests possible, we describe here the synthesis of a series of homologue esters of type 40. Their synthesis was achieved by Wittig reactions of polyene alpha,omega-dialdehydes 6 with acetyl-methylentriphenylphosphoran 5a and the protected carboxymethylmethylen triphenylphosphonium salt 8.

  DOI：

  10.1002/prac.19943360806
• 作为产物：
  描述：

  (E)-2-penten-4-yn-1-ol 在 copper diacetate 、 barium permanganate 作用下， 以 丙酮 为溶剂， 反应 48.0h， 生成 (2E,8E)-10-Hydroxy-deca-2,8-dien-4,6-diinal
  参考文献：
  名称：

  Synthese von ?-Acetyl-?-methylenpolyencarbons�ureestern

  摘要：

  The alpha-methylenpolyene carboxylic acids 1 and 2 are highly active against Gram-positive bacteria. If this activity arises from an interference with the cell membranes, then an abrupt change in biological properties is to be expected with growing chain length of simple model compounds. To make these tests possible, we describe here the synthesis of a series of homologue esters of type 40. Their synthesis was achieved by Wittig reactions of polyene alpha,omega-dialdehydes 6 with acetyl-methylentriphenylphosphoran 5a and the protected carboxymethylmethylen triphenylphosphonium salt 8.

  DOI：

  10.1002/prac.19943360806

文献信息

• Synthese von ?-Acetyl-?-methylenpolyencarbons�ureestern
  作者：Hartmut Laatsch、Alke Pudleiner

  DOI：10.1002/prac.19943360806

  日期：——

  The alpha-methylenpolyene carboxylic acids 1 and 2 are highly active against Gram-positive bacteria. If this activity arises from an interference with the cell membranes, then an abrupt change in biological properties is to be expected with growing chain length of simple model compounds. To make these tests possible, we describe here the synthesis of a series of homologue esters of type 40. Their synthesis was achieved by Wittig reactions of polyene alpha,omega-dialdehydes 6 with acetyl-methylentriphenylphosphoran 5a and the protected carboxymethylmethylen triphenylphosphonium salt 8.