6,12-dioxatetradecan-1-ol | 131178-97-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,12-dioxatetradecan-1-ol
• 英文别名: 6,12-Dioxatetradecane-1-ol；5-(5-ethoxypentoxy)pentan-1-ol
• CAS: 131178-97-7
• 化学式: C₁₂H₂₆O₃
• 分子量: 218.337
• InChiKey: MNEJEFFSLHNEHU-UHFFFAOYSA-N

物化性质

• 沸点：
  88-92 °C(Press: 0.05 Torr)
• 密度：
  0.921±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,12-dioxatetradecan-1-ol 在 sodium dichromate 、 硫酸 、 水 作用下， 以 溶剂黄146 为溶剂， 反应 7.0h， 以52%的产率得到6,12-dioxatetradecanoic acid
  参考文献：
  名称：

  Nucleophile-dependent substitution reactions of 5-halovaleric acid esters: synthesis of 6,12-dioxamyristic acid

  摘要：

  The reaction of 5-ethoxypentan-1-ol with a variety of 5-halovalerate alkyl esters afforded ester exchange products rather than the expected products of Williamson ether synthesis. The virtually unknown reaction of an alkoxide with a 5-halovalerate ester contrasts strongly with literature reports of reactions involving other nucleophiles in which the halogen substitution products are nearly always isolated. An explanation is offered for this behavior in terms of a chelation-induced conformation of the substrate. Although the direct synthetic approach failed, the hitherto unknown title compound could still be prepared, albeit in six steps in 6% overall yield. The approach used is discussed along with the interesting chemistry of this system.

  DOI：

  10.1021/jo00002a046
• 作为产物：
  描述：

  1,5-戊二醇 在 对甲苯磺酸 sodium hydride 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 29.0h， 生成 6,12-dioxatetradecan-1-ol
  参考文献：
  名称：

  Nucleophile-dependent substitution reactions of 5-halovaleric acid esters: synthesis of 6,12-dioxamyristic acid

  摘要：

  The reaction of 5-ethoxypentan-1-ol with a variety of 5-halovalerate alkyl esters afforded ester exchange products rather than the expected products of Williamson ether synthesis. The virtually unknown reaction of an alkoxide with a 5-halovalerate ester contrasts strongly with literature reports of reactions involving other nucleophiles in which the halogen substitution products are nearly always isolated. An explanation is offered for this behavior in terms of a chelation-induced conformation of the substrate. Although the direct synthetic approach failed, the hitherto unknown title compound could still be prepared, albeit in six steps in 6% overall yield. The approach used is discussed along with the interesting chemistry of this system.

  DOI：

  10.1021/jo00002a046

文献信息

• Method of N-acylating peptide and proteins with diheteroatom substituted
  申请人：Washington University

  公开号：US05571689A1

  公开（公告）日：1996-11-05

  A method for acylating peptides and proteins with the CoA-ester of diheteroatom substituted C.sub.13 to C.sub.14 myristic acid analogs catalyzed by N-myristoyltransferase is presented. In the analogs, two non-adjacent methylene groups, which are normally at positions 3-13, are replaced with oxygen or sulfur atoms.

  本文介绍了一种使用N-肉豆蔻酰转移酶催化的双杂原子取代C.sub.13至C.sub.14肉豆蔻酸酯的酰化肽和蛋白质的方法。在这些类似物中，通常位于3-13位的两个非相邻的亚甲基基团被氧或硫原子取代。
• Novel fatty acid analog enzyme substrates
  申请人：WASHINGTON UNIVERSITY

  公开号：EP0441765A1

  公开（公告）日：1991-08-14

  Novel diheteroatom-substituted fatty acid analog substrates of myristoylating enzymes are provided which contain oxygen and/or sulfur in place of two methylene groups in carbon positions from 3 to 13 in the fatty acid chain of a C₁₃ - C₁₄ fatty acid analog or alkyl ester thereof in which said oxygen or sulfur atoms are separated by at least one methylene group.

  本发明提供了新型的肉豆蔻酰化酶的二异质取代脂肪酸类似物底物，该底物在 C₁₃ - C₁₄ 脂肪酸类似物或其烷基酯的脂肪酸链的 3 至 13 碳位上用氧和/或硫取代两个亚甲基，其中所述氧或硫原子之间至少有一个亚甲基相隔。
• KATOH, AKIRA;LU, TIANBAO;DEVADAS, B.;ADAMS, STEVEN P.;GORDON, JEFFREY I.;+, J. ORG. CHEM., 56,(1991) N, C. 731-735
  作者：KATOH, AKIRA、LU, TIANBAO、DEVADAS, B.、ADAMS, STEVEN P.、GORDON, JEFFREY I.、+

  DOI：——

  日期：——
• US5082967A
  申请人：——

  公开号：US5082967A

  公开（公告）日：1992-01-21
• US5571689A
  申请人：——

  公开号：US5571689A

  公开（公告）日：1996-11-05