7-oxooctyl 7-oxooctanoate

• 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: 7-oxooctyl 7-oxooctanoate
• 英文别名: 7-oxooctyl-7-oxooctanoate
• 化学式: C₁₆H₂₈O₄
• 分子量: 284.396
• InChiKey: QDIPTDPHGVQNGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-oxooctyl 7-oxooctanoate 在 一水合肼 作用下， 以 1,4-二氧六环 为溶剂， 以40%的产率得到8,11-dimethyl-1-oxa-9,10-diaza-8,10-cycloheptadeca-8,10-dien-2-one
  参考文献：
  名称：

  Synthesis of macrolides with N-containing (azine or hydrazide) groups

  摘要：

  潜在有用的17和22至25个成员的含有亚胺或肼类基团的巨环化合物是通过在室温下对7-氧辛基-7-氧辛酸酯进行[1+1]缩合反应合成的，7-氧辛醛通过Tishchenko反应获得，并与水合肼及几种二羧酸的肼类化合物反应。

  DOI：

  10.1007/s10600-009-9406-y
• 作为产物：
  描述：

  7-oxo-octanal 在 aluminum isopropoxide 作用下， 以 Petroleum ether 为溶剂， 反应 48.0h， 以70%的产率得到7-oxooctyl 7-oxooctanoate
  参考文献：
  名称：

  Synthesis of macrolides with N-containing (azine or hydrazide) groups

  摘要：

  潜在有用的17和22至25个成员的含有亚胺或肼类基团的巨环化合物是通过在室温下对7-氧辛基-7-氧辛酸酯进行[1+1]缩合反应合成的，7-氧辛醛通过Tishchenko反应获得，并与水合肼及几种二羧酸的肼类化合物反应。

  DOI：

  10.1007/s10600-009-9406-y

文献信息

• Synthesis of macrolides with N-containing (azine or hydrazide) groups
  作者：G. Yu. Ishmuratov、M. P. Yakovleva、G. R. Mingaleeva、R. R. Muslukhov、E. M. Vyrypaev、E. G. Galkin、S. P. Ivanov、A. G. Tolstikov

  DOI：10.1007/s10600-009-9406-y

  日期：2009.7

  Potentially useful 17-, and 22÷25-membered macrolides containing azine or hydrazide groups were synthesized from tetrahydropyran via [1+1]-condensation at room temperature of 7-oxooctyl-7-oxooctanoate, which was obtained via Tishchenko reaction from 7-oxooctanal, with hydrazine hydrate and hydrazides of several dicarboxylic acids.

  潜在有用的17和22至25个成员的含有亚胺或肼类基团的巨环化合物是通过在室温下对7-氧辛基-7-氧辛酸酯进行[1+1]缩合反应合成的，7-氧辛醛通过Tishchenko反应获得，并与水合肼及几种二羧酸的肼类化合物反应。
• Synthesis of optically active macrolides with hydrazide fragments from tetrahydropyran and L-(+)-tartaric acid derivatives
  作者：G. Yu. Ishmuratov、M. P. Yakovleva、G. R. Mingaleeva、M. A. Shutova、R. R. Muslukhov、E. M. Vyrypaev、A. G. Tolstikov

  DOI：10.1007/s10600-013-0708-8

  日期：2013.9

  The synthesis of two potentially useful optically active 23- and 30-membered macrolides containing a 1,2-diol system and dihydrazide fragments was developed starting from tetrahydropyran. It was based on [1+1]-condensation of 7-oxooctyl-7-oxooctanoate and bis(7-oxooctyl)hexanedioate with L-(+)-tartaric acid hydrazide.

  从四氢吡喃开始，开发了两种潜在有用的光学活性 23 和 30 元大环内酯的合成，其中包含 1,2-二醇系统和二酰肼片段。它基于 7-氧代辛基-7-氧代辛酸酯和双(7-氧代辛基)己二酸酯与 L-(+)-酒石酸酰肼的 [1+1]-缩合反应。
• Synthesis of enantiomerically pure macrolides with hydrazide fragments from tetrahydropyran and l-(+)-tartaric acid derivatives
  作者：G. Yu. Ishmuratov、M. P. Yakovleva、G. R. Mingaleeva、M. A. Shutova、R. R. Muslukhov、E. M. Vyrypaev、A. G. Tolstikov

  DOI：10.1007/s11172-013-0032-2

  日期：2013.1

  useful bicyclic 26- and 33-membered macrolides containing 1,3-dioxolane and hydrazide fragments was developed starting from tetrahydropyran via a [1+1]-condensation of 7′-oxooctyl-7-oxooctanoate and bis(7-oxooctyl)hexanedioate with hydrazide of L-(+)-tartaric acid acetonide derivative.

  从四氢吡喃开始，通过 7'-氧辛基-7-氧辛酸酯和双（7）的 [1+1]-缩合，合成了两种可能有用的双环 26 和 33 元大环内酯，其中含有 1,3-二氧戊环和酰肼片段。 -氧辛基)己二酸酯与L-(+)-酒石酸丙酮化物衍生物的酰肼。
• ——
  作者：G. Yu. Ishmuratov、M. P. Yakovleva、L. P. Botsman、N. M. Ishmuratova、R. R. Muslukhov、G. V. Khambalova、G. A. Tolstikov

  DOI：10.1023/a:1024172327822

  日期：——

  Condensation of 7-oxooctanal with malonic acid in a Doebner reaction produces 9-oxo-2E-decenoic acid (42% yield) and a comparable amount of products from Tishchenko disproportionation of the starting aldehyde (7-oxooctyl-7-oxooctanoate) and re-esterification by acetic acid (7-oxooct-1-ylacetate and 7-oxooctanoic acid).
• Synthesis of macrolides containing an azine or hydrazide fragment via successive tishchenko disproportionation and [1 + 1]-condensation
  作者：G. Yu. Ishmuratov、G. R. Mingaleeva、M. P. Yakovleva、R. R. Muslukhov、O. O. Shakhanova、E. M. Vyrypaev、A. G. Tolstikov

  DOI：10.1134/s1070428011090259

  日期：2011.9

  Eight potentially useful 15-, 17-, 20-, and 22-25-membered macrolides having an azine or hydrazide fragment were synthesized starting from L-menthol, tetrahydropyran, and 4-methyltetrahydropyran via [1 + 1]-condensation of hydrazine hydrate and some dicarboxylic dihydrazides with 7-oxooctyl 7-oxooctanoate, 3-methyl-7-oxooctyl 3-methyl-7-oxooctanoate, and (3R)-3,7-dimethyl-6-oxooctyl (3R)-3,7-dimethyl-6-oxooctanoate obtained by the Tishchenko reaction from 7-oxo-, 3-methyl-7-oxo, and (3R)-3,7-dimethyl-6-oxooctanals, respectively.