(+/-)-6-oxo-4-hexanolide | 60551-22-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (+/-)-6-oxo-4-hexanolide
• 英文别名: 2-(5-Oxooxolan-2-yl)acetaldehyde
• CAS: 60551-22-6
• 化学式: C₆H₈O₃
• 分子量: 128.128
• InChiKey: PGYNKYMNAPKGET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-6-oxo-4-hexanolide 、 己基溴化镁 以 乙醚 为溶剂， 生成 (R)-5-((R)-2-Hydroxy-octyl)-dihydro-furan-2-one 、 rac-epi-6-hydroxyundecan-4-olide
  参考文献：
  名称：

  The pheromone system of the male danaine butterfly, Idea leuconoe

  摘要：

  Male Idea leuconoe butterflies release a complex mixture of volatiles from their pheromone glands (hairpencils) during courtship. The pheromone components geranyl methyl thioether (2), viridifloric beta-lactone (3) and 6-hydroxy-4-dodecanolide (10) have been synthesized for the first lime. Therefore, the structural assignment of these new natural products could be proved. Related 7-hydroxy-5-alkanolides are also present in the extract. The volatiles are embedded in a lipidic matrix with more than 150 components. This matrix consists of alkanes, alkenes, 3,5-dialkyltetrahydrofurans, secondary alkanols and alkenols as well as alkanones and alkenones. Several regioisomers of the oxidized hydrocarbons occur. The elucidation of double bond positions has been performed by MS using DMDS adducts. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00011-9
• 作为产物：
  描述：

  6-hepten-4-olide 在 palladium on activated charcoal 氢气 、 臭氧 作用下， 生成 (+/-)-6-oxo-4-hexanolide 、 (E)-6-oxo-4-hexenoic acid
  参考文献：
  名称：

  从晚香玉无花果（Polianthes tuberosa）中鉴定和合成新的γ-内酯†

  摘要：

  六个不饱和γ-内酯，（Z）-5-辛烯4-内酯（1），（Z）-5-癸烯4-内酯（2）。（Z）-6-壬烯4-内酯（3） ，首次在晚香玉中鉴定出（Z）-6-十二碳烯-4-油化物（4），（Z，Z）-6,9-十二碳四烯醇化物（5）和Tuberolide（6）1。绝对的（来自Polianthes tuberosa L.）。合成证实了所有结构，除3和4外，其余均为新结构。

  DOI：

  10.1002/hlca.19820650204

文献信息

• OXAZOLIDINONE ANTIBIOTICS
  申请人：Bur Daniel

  公开号：US20110039823A1

  公开（公告）日：2011-02-17

  The invention relates to compounds of formula (I) wherein U, V, W, X, R1, R2, R3, R4, R5, R6, A, B, D, E, G, m, and n are as defined in the description, to pharmaceutically acceptable salts of such compounds for use in the manufacture of a medicament for the prevention or treatment of a bacterial infection. Certain compounds of formula (I) are new and are also part of this invention.

  本发明涉及式(I)的化合物，其中U、V、W、X、R1、R2、R3、R4、R5、R6、A、B、D、E、G、m和n的定义如说明书中所述，还涉及用于制造预防或治疗细菌感染的药物的上述化合物的药用可接受盐。式(I)中的某些化合物是新颖的，也是本发明的一部分。
• US8217029B2
  申请人：——

  公开号：US8217029B2

  公开（公告）日：2012-07-10
• Identification and Synthesis of New ?-Lactones from Tuberose Absolute (Polianthes tuberosa)
  作者：Bruno Maurer、Arnold Hauser

  DOI：10.1002/hlca.19820650204

  日期：1982.3.17

  (Z)-6-nonen-4-olide (3), (Z)-6-dodecen-4-olide (4), (Z, Z)-6,9-dodecadien-4-olide (5), and tuberolide (6)1 have been identified for the first time in tuberose absolute (from Polianthes tuberosa L.). All structures were corroborated by synthesis and all, except 3 and 4, are new.

  六个不饱和γ-内酯，（Z）-5-辛烯4-内酯（1），（Z）-5-癸烯4-内酯（2）。（Z）-6-壬烯4-内酯（3） ，首次在晚香玉中鉴定出（Z）-6-十二碳烯-4-油化物（4），（Z，Z）-6,9-十二碳四烯醇化物（5）和Tuberolide（6）1。绝对的（来自Polianthes tuberosa L.）。合成证实了所有结构，除3和4外，其余均为新结构。
• The pheromone system of the male danaine butterfly, Idea leuconoe
  作者：S. Schulz、R. Nishida

  DOI：10.1016/0968-0896(96)00011-9

  日期：1996.3

  Male Idea leuconoe butterflies release a complex mixture of volatiles from their pheromone glands (hairpencils) during courtship. The pheromone components geranyl methyl thioether (2), viridifloric beta-lactone (3) and 6-hydroxy-4-dodecanolide (10) have been synthesized for the first lime. Therefore, the structural assignment of these new natural products could be proved. Related 7-hydroxy-5-alkanolides are also present in the extract. The volatiles are embedded in a lipidic matrix with more than 150 components. This matrix consists of alkanes, alkenes, 3,5-dialkyltetrahydrofurans, secondary alkanols and alkenols as well as alkanones and alkenones. Several regioisomers of the oxidized hydrocarbons occur. The elucidation of double bond positions has been performed by MS using DMDS adducts. Copyright (C) 1996 Elsevier Science Ltd