1,5-endoperoxy-2-hydroperoxycarot-3-ene-4-carbaldehyd | 133303-03-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 1,5-endoperoxy-2-hydroperoxycarot-3-ene-4-carbaldehyd
• 英文别名: 1,5-epidioxy-2-hydroperoxycarot-3-en-14-al；(1R,2R,5R,7S,10S)-10-hydroperoxy-5-methyl-2-propan-2-yl-11,12-dioxatricyclo[5.3.2.01,5]dodec-8-ene-8-carbaldehyde
• CAS: 133303-03-4
• 化学式: C₁₅H₂₂O₅
• 分子量: 282.337
• InChiKey: RHLLNTAZVZVMSG-FQKPHLNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,5-endoperoxy-2-hydroperoxycarot-3-ene-4-carbaldehyd 在 air 、 硫脲 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 rugosal A
  参考文献：
  名称：

  Identification of an intermediate in autoxidation of carota-1,4-die-14-al into rugosal A

  摘要：

  In the autoxidation of (7R,10R)-carota-1,4-dien-14-al 1, which is a precursor of an antifungal compound rugosal A 2, in Rosa rugosa leaves, an intermediate possessing a 1,5-endoperoxy-2-hydroperoxy system 4 was isolated as a major product. The structures of compound 4 and other by-products including rugosal A 2 and rugosic acid A 3 were determined. These autoxidation products indicated the conversion pathway of compound 1 into rugosal A 2, similar to the radical reaction pathway in the autoxidation of polyunsaturated fatty acids.

  DOI：

  10.1039/p19910000211
• 作为产物：
  描述：

  (7R,10R)-carota-1,4-dienaldehyde 、 氧气 以57%的产率得到
  参考文献：
  名称：

  HASHIDOKO, YASUYUKI;TAHARA, SATOSHI;MIZUTANI, JUNYA, J. CHEM. SOC. PERKIN TRANS. PT 1,(1991) N, C. 211-218

  摘要：

  DOI：

文献信息

• HASHIDOKO, YASUYUKI;TAHARA, SATOSHI;MIZUTANI, JUNYA, J. CHEM. SOC. PERKIN TRANS. PT 1,(1991) N, C. 211-218
  作者：HASHIDOKO, YASUYUKI、TAHARA, SATOSHI、MIZUTANI, JUNYA

  DOI：——

  日期：——
• Identification of an intermediate in autoxidation of carota-1,4-die-14-al into rugosal A
  作者：Yasuyuki Hashidoko、Satoshi Tahara、Junya Mizutani

  DOI：10.1039/p19910000211

  日期：——

  In the autoxidation of (7R,10R)-carota-1,4-dien-14-al 1, which is a precursor of an antifungal compound rugosal A 2, in Rosa rugosa leaves, an intermediate possessing a 1,5-endoperoxy-2-hydroperoxy system 4 was isolated as a major product. The structures of compound 4 and other by-products including rugosal A 2 and rugosic acid A 3 were determined. These autoxidation products indicated the conversion pathway of compound 1 into rugosal A 2, similar to the radical reaction pathway in the autoxidation of polyunsaturated fatty acids.