15-((tetrahydro-2H-pyran-2-yl)oxy)pentadecanal | 163340-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 15-((tetrahydro-2H-pyran-2-yl)oxy)pentadecanal
• 英文别名: 15-(2-Tetrahydropyranyloxy)pentadecanal；15-(oxan-2-yloxy)pentadecanal
• CAS: 163340-48-5
• 化学式: C₂₀H₃₈O₃
• 分子量: 326.52
• InChiKey: DCWKGXCISJKMCW-UHFFFAOYSA-N

物化性质

• 沸点：
  432.0±30.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  23
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  15-((tetrahydro-2H-pyran-2-yl)oxy)pentadecanal 在 甲醇 、 sodium hexamethyldisilazane 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  肺分枝杆菌 (ω-1)-甲氧基分枝杆菌酸：绝对立体化学和合成。

  摘要：

  已知肺分枝杆菌细胞含有一组独特的带有 (ω-1)-甲氧基的分枝杆菌酸；尽管已经广泛研究了其他类型霉菌酸生物合成中的各种酶，但该取代基的生物合成途径尚不清楚。我们现在将 (ω-1)-甲氧基片段的立体化学定义为R，并描述主要的R- (ω-1)-甲氧基分枝杆菌酸及其糖酯的合成，以及两种天然M. alvei二烯的合成霉菌酸。

  DOI：

  10.1016/j.chemphyslip.2020.104977
• 作为产物：
  描述：

  11-溴-1-十一醇 在 palladium on activated charcoal 重铬酸吡啶 、 氢气 、 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 15-((tetrahydro-2H-pyran-2-yl)oxy)pentadecanal
  参考文献：
  名称：

  摘要：

  The cuticular lipids of the wheat stem sawfly Cephus cinctus (Hymenoptera: Cephidae) were investigated as part of a chemical ecology project with this species. The major cuticular lipids were n-alkenes and n-alkanes. Alkenes were the most abundant and exhibited dramatic sexual dimorphism. (Z)-9-Tricosene accounted for about half of the total hydrocarbon in males but was nearly absent from females. The dominant alkenes in females were (Z)-9-pentacosene and (Z)-9-heptacosene. The alkane profiles were similar in both sexes, with n-tricosane being the most abundant, followed by n-pentacosane and n-heptacosane. In both sexes, there were minor amounts of alkanes and alkenes with other chain lengths and n-alkadienes of 29 and 31 carbons. In males, about one tenth of the surface lipids consisted of (Z)-9-alkene-1, omega-diol diacetates with 22-, 24-, and 26-carbon chains. The same compounds were also detected from females but in much smaller amounts. The structures of these novel diacetates were proven by synthesis. By analogy to methyl oleate, a well-studied food lipid, the alkenes and diacetates were expected to undergo slow oxidation in air to release specific aldehydes and other volatile products, and these were generally detected in volatiles collected from living sawflies. Atmospheric oxidation of the diacetates was also demonstrated in the absence of sawflies. One product from the diacetates, 9-acetyloxynonanal, was shown in other research to be particularly active electrophysiologically and was also attractive in the field. Aldehydes from the alkenes also showed strong electrophysiological activity. The concept of volatile pheromones originating from heavy, unsaturated cuticular lipids is discussed.

  DOI：

  10.1023/a:1017994410538

文献信息

• Amine derivative and dermatologic preparation containing the same
  申请人：Kao Corporation

  公开号：US05723497A1

  公开（公告）日：1998-03-03

  The present invention relates to an amine derivative represented by the following general formula (I) or (II): ##STR1## wherein R.sup.1 means a heteroatom-containing C.sub.1 -C.sub.40 hydrocarbon group which may have a ring structure, or the like; R.sup.2 -R.sup.5 each denote a C.sub.1 -C.sub.20 hydrocarbon group, hydrogen or the like; A.sup.1 represents ##STR2## or R.sup.15 --Z--.sup.16 --(CH.sub.2).sub.n --; B.sup.1 stands for hydrogen, a C.sub.1 -C.sub.10 hydrocarbon group, nitrogen or the like; C.sup.1 denotes hydrogen, a C.sub.1 -C.sub.10 hydrocarbon group, nitrogen, alcohol residue, phosphoric acid residue or the like; a dermatologic preparation containing the same; and a process for producing the amine derivative. This amine derivative has excellent effects of smoothing or removing wrinkles and improving keratinization.

  本发明涉及以下通式（I）或（II）所表示的胺衍生物：##STR1## 其中，R1表示含杂原子的C1-C40的烃基，可能具有环结构等；R2-R5各自表示C1-C20的烃基、氢或类似物；A1表示##STR2## 或R15-Z16-(CH2)n-；B1表示氢、C1-C10的烃基、氮或类似物；C1表示氢、C1-C10的烃基、氮、醇残基、磷酸残基或类似物；以及含有该胺衍生物的皮肤科制剂；以及制备该胺衍生物的方法。该胺衍生物具有优异的平滑或去除皱纹和改善角质化的效果。
• AMINE DERIVATIVE AND DERMATOLOGIC PREPARATION CONTAINING THE SAME
  申请人：Kao Corporation

  公开号：EP0691327A1

  公开（公告）日：1996-01-10

  An amine derivative of following general formula (I) or (II) (wherein R1 represents a heteroatom-containing C1-C40 hydrocarbon group which may have a ring structure, etc.; R2 to R6 each represent a C1-C10 hydrocarbon group, hydrogen, etc.; A1 represents (i) or R15-Z-R16(CH2)n-; B1 represents hydrogen, a C1-C10 hydrocarbon group, nitrogen, etc.; and C1 represents hydrogen, a C1-C10 hydrocarbon group, nitrogen, alcohol residue, phosphoric acid residue, etc.); a dermatologic preparation containing the same; and a process for producing the amine derivative. The amine derivative has excellent effects of smoothing wrinkles and improving keratodermia.

  以下通式(I)或(II)的胺衍生物（其中 R1 代表含杂原子的 C1-C40 烃基，可具有环状结构等；R2 至 R6 各代表 C1-C10 烃基、氢等；A1 代表(i)或 R15-Z-R16(CH2)n- ；B1 代表氢、C1-C10 烃基、氮等；C1 代表氢、C1-C10 烃基、氮等）。A1代表(i)或 R15-Z-R16(CH2)n-；B1代表氢、C1-C10 烃基、氮等；C1代表氢、C1-C10 烃基、氮、醇残留物、磷酸残留物等）；含有相同成分的皮肤病制剂；以及生产胺衍生物的工艺。胺衍生物在抚平皱纹和改善角质层方面具有卓越的效果。
• 10.1016/j.tet.2024.134069
  作者：Mahajan, Prashant、Rode, Suryakant R.、Thakur, Ravi、Shirsath, Mahesh K.、Dadhaniya, Bhavik、Doss, Rajesh、Khan, Nadeem A.

  DOI：10.1016/j.tet.2024.134069

  日期：——

  ways to synthesize fatty acids, the chemical synthesis route offers more advantages in terms of versatility and targeted synthesis. Though remarkable achievements have been made in the field of fatty acid synthesis, it is still in the preliminary stage of optimization. In this paper, we wish to report a more practical & scalable approach for the synthesis of fatty acids with carbon atoms ranging from

  植物和动物来源的脂肪酸是化学工业的重要可再生原料。在过去的二十年里，它们的应用增加了数倍。虽然合成脂肪酸的方法有很多种，但化学合成路线在通用性和合成目标方面更具优势。尽管脂肪酸合成领域已经取得了显著成果，但仍处于初步优化阶段。在本文中，我们希望报告一种更实用且可扩展的合成碳原子数为 20 至 45 的脂肪酸的方法。
• US5723497A
  申请人：——

  公开号：US5723497A

  公开（公告）日：1998-03-03
• ——
  作者：Robert J. Bartelt、Allard A. Cossé、Richard J. Petroski、David K. Weaver

  DOI：10.1023/a:1017994410538

  日期：——

  The cuticular lipids of the wheat stem sawfly Cephus cinctus (Hymenoptera: Cephidae) were investigated as part of a chemical ecology project with this species. The major cuticular lipids were n-alkenes and n-alkanes. Alkenes were the most abundant and exhibited dramatic sexual dimorphism. (Z)-9-Tricosene accounted for about half of the total hydrocarbon in males but was nearly absent from females. The dominant alkenes in females were (Z)-9-pentacosene and (Z)-9-heptacosene. The alkane profiles were similar in both sexes, with n-tricosane being the most abundant, followed by n-pentacosane and n-heptacosane. In both sexes, there were minor amounts of alkanes and alkenes with other chain lengths and n-alkadienes of 29 and 31 carbons. In males, about one tenth of the surface lipids consisted of (Z)-9-alkene-1, omega-diol diacetates with 22-, 24-, and 26-carbon chains. The same compounds were also detected from females but in much smaller amounts. The structures of these novel diacetates were proven by synthesis. By analogy to methyl oleate, a well-studied food lipid, the alkenes and diacetates were expected to undergo slow oxidation in air to release specific aldehydes and other volatile products, and these were generally detected in volatiles collected from living sawflies. Atmospheric oxidation of the diacetates was also demonstrated in the absence of sawflies. One product from the diacetates, 9-acetyloxynonanal, was shown in other research to be particularly active electrophysiologically and was also attractive in the field. Aldehydes from the alkenes also showed strong electrophysiological activity. The concept of volatile pheromones originating from heavy, unsaturated cuticular lipids is discussed.