6-hydroxyundecan-2-one | 1076223-49-8

• 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: 6-hydroxyundecan-2-one
• CAS: 1076223-49-8
• 化学式: C₁₁H₂₂O₂
• 分子量: 186.294
• InChiKey: NTTKAXFTNIZYBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  6-hydroxyundecan-2-one 生成 6-methyl-2-pentyl-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  Spiroacetal Biosynthesis in Insects from Diptera to Hymenoptera: The Giant Ichneumon Wasp Megarhyssa nortoni nortoni Cresson

  摘要：

  The volatile components of the mandibular gland secretion generated by the Giant Ichneumon parasitoid wasp Megarhyssa nortoni nortoni Cresson are mainly spiroacetals and methyl ketones, and all have an odd number of carbon atoms. A biosynthetic scheme rationalizing the formation of these diverse components is presented. This scheme is based on the results of incorporation studies using H-2-labeled precursors and [O-18]dioxygen. The key steps are postulated to be decarboxylation of P-ketoacid equivalents, beta-oxidation (chain shortening), and monooxygenase-mediated hydroxylation leading to a putative ketodiol that cyclizes to spiroacetals. The generality of the role of monooxygenases in spiroacetal formation in insects is considered, and overall, a cohesive, internally consistent theory of spiroacetal generation by insects is presented, against which future hypotheses will have to be compared.

  DOI：

  10.1021/ja8036433
• 作为产物：
  描述：

  6-(tert-butyldiphenylsilyloxy)undecan-2-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 2-methyl-6-pentyltetrahydro-2H-pyran-2-ol 、 6-hydroxyundecan-2-one
  参考文献：
  名称：

  Spiroacetal Biosynthesis in Insects from Diptera to Hymenoptera: The Giant Ichneumon Wasp Megarhyssa nortoni nortoni Cresson

  摘要：

  The volatile components of the mandibular gland secretion generated by the Giant Ichneumon parasitoid wasp Megarhyssa nortoni nortoni Cresson are mainly spiroacetals and methyl ketones, and all have an odd number of carbon atoms. A biosynthetic scheme rationalizing the formation of these diverse components is presented. This scheme is based on the results of incorporation studies using H-2-labeled precursors and [O-18]dioxygen. The key steps are postulated to be decarboxylation of P-ketoacid equivalents, beta-oxidation (chain shortening), and monooxygenase-mediated hydroxylation leading to a putative ketodiol that cyclizes to spiroacetals. The generality of the role of monooxygenases in spiroacetal formation in insects is considered, and overall, a cohesive, internally consistent theory of spiroacetal generation by insects is presented, against which future hypotheses will have to be compared.

  DOI：

  10.1021/ja8036433

文献信息

• Process for making 6-aryl-2-methyl pyridines
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0244130A2

  公开（公告）日：1987-11-04

  A process for making certain 6-aryl-2-methyl-pyridines, which are useful intermediates in the preparation of biologically active compounds, comprises (a) subjecting a ketal of 1-hydroxy-1-aryl-5-hexanone to a Jones oxidation to yield a 1-aryl-1,5-hexanedione; or treating the 1-aryl-1-hydroxy-5-ketal-hexane with manganese dioxide in solvent to yield a ketone; and (b) reacting the 1-aryl-1,5-hexanedione or the ketone from (a) with excess hydroxylamine hydrochloride in polar solvent at a temperature of from 50°C to 100°C.

  一种制造某些 6-芳基-2-甲基吡啶的工艺，它们是制备生物活性化合物的有用中间体，包括 (a) 将 1-羟基-1-芳基-5-己酮的缩酮进行琼斯氧化，生成 1-芳基-1,5-己二酮； 或在溶剂中用二氧化锰处理 1-芳基-1-羟基-5-己酮，得到酮；以及 (b) 在 50°C 至 100°C 的温度下，在极性溶剂中使 1-芳基-1,5-己二酮或(a)中的酮与过量的盐酸羟胺反应。
• AMINO ACID DERIVATIVES FOR THE TREATMENT OF NEUROPATHIC PAIN
  申请人：Risen (Shanghai) Pharma Tech Co, Ltd.

  公开号：EP2454229B1

  公开（公告）日：2017-09-13
• US4804761A
  申请人：——

  公开号：US4804761A

  公开（公告）日：1989-02-14