3,11-bis(acetoxy)-1,5,9,13-tetrathia-3,11-diazacyclohexadecan | 1604784-17-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3,11-bis(acetoxy)-1,5,9,13-tetrathia-3,11-diazacyclohexadecan
• CAS: 1604784-17-9
• 化学式: C₁₄H₂₆N₂O₄S₄
• 分子量: 414.635
• InChiKey: OPZBOQZGZGDQRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  59.08
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  1,5,9,13-tetrathia-3,11-diazacyclohexadecan-3,11-diol 、 乙酸酐 在 吡啶 作用下， 反应 24.0h， 以73%的产率得到3,11-bis(acetoxy)-1,5,9,13-tetrathia-3,11-diazacyclohexadecan
  参考文献：
  名称：

  Multicomponent reactions of amino alcohols with CH2O and dithiols in the synthesis of 1,3,5-dithiazepanes and macroheterocycles

  摘要：

  A series of new hydroxyl-substituted 1,3,5-dithiazepanes and N,N'-(2-hydroxyethyl)tetrathiadiazacycloalkanes were synthesized by the multicomponent reactions (MCRs) of amino alcohols with formaldehyde and (alpha,omega-dithiols. The MCR with 1,2-dithiol proceeds via a (1+2+1)-cyclocondensation with selective formation of 1,3,5-dithiazepanes. Stereochemisty of the dithiazepane ring was determined by X-ray diffraction. The reaction with higher alpha,omega-dithiols (1,3-propane-, 1,4-butane-, 1,5-pentane-, 1,6-hexanedithiol and 2-[2-(2-sulfanyletoxy)ethoxy]-1-ethanethiol) yielded OH-substituted macroheterocycles as a result of (2+4+2)-cyclocondensation. The structure of the latter was determined by NMR spectroscopy, MALDI-TOF and electrospray ionization methods. The doubly charged ions like [M+2H](2+) are found in the ESI spectra of the macrocycles. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.053