2,2,5,5-di(tetramethylene)-3,6-di(cyanomethylene)-1,4-dioxane | 98698-56-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 2,2,5,5-di(tetramethylene)-3,6-di(cyanomethylene)-1,4-dioxane
• 英文别名: 2-[13-(Cyanomethylidene)-7,14-dioxadispiro[4.2.48.25]tetradecan-6-ylidene]acetonitrile
• CAS: 98698-56-7
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: WYZWTRVTIGQNOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-hydroxy-3-tetramethylene-1-propynecarbonitrile 、 丙酮 在 氢氧化钾 作用下， 反应 1.5h， 以24%的产率得到2,2,5,5-di(tetramethylene)-3,6-di(cyanomethylene)-1,4-dioxane
  参考文献：
  名称：

  Skvortsov, Yu. M.; Mal'kina, A. G.; Trofimov, B. A., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 5, p. 1033

  摘要：

  DOI：

文献信息

• Chemo-, regio- and stereospecific addition of adenine and 8-azaadenine to α,β-acetylenic γ-hydroxy nitriles: a short-cut to novel acyclic adenosine analogues
  作者：Boris A. Trofimov、Anastasiya G. Mal'kina、Valentina V. Nosyreva、Olesya A. Shemyakina、Angela P. Borisova、Lyudmila I. Larina、Olga N. Kazheva、Grigorii G. Alexandrov、Oleg A. Dyachenko

  DOI：10.1016/j.tet.2010.01.015

  日期：2010.2

  Adenine (9H-purin-6-amine) adds readily to available alpha,beta-acetylenic gamma-hydroxy nitriles under mild conditions (molar ratio 1 1, K2CO3, DMF, rt, 10 min) to afford chemo-, regio- and stereospecifically (Z)-3-(6-amino-9H-purin-9-yl)-4-hydroxy-4-alkyl-2-alkenenitriles novel functionalized acyclic nucleoside analogues (95-98% yield) Under similar conditions (K2CO3, DMF, rt, 1 h), 8-azaadenine (3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine) reacts with 4-hydroxy-4-methyl-2-pentynenitrile nonselectively at the 7-, 8- and 9-positions to give the corresponding adducts in a 1 10 5 9 ratio, the total yield being 81% Chemo-, regio- and stereospecific addiction of 8-azaadenine to the above alpha,beta,-acetylenic gamma-hydroxy nitriles leading to (Z)-3-(7-amino-2H-[1,2,3]triazolo[4,5-d]pyrimidin-2-yl)-4-hydroxy-4-alkyl-2-alkenenitriles in 44-90% yield is attained when the reaction is carried Out without solvent in the presence Of Et3N (30 mol%), the molar ratio of 8-azaadenine alpha,beta-acetylenic nitriles being 1 2 0 (rt, 12-38 h) (C) 2010 Elsevier Ltd All rights reserved
• Skvortsov, Yu. M.; Mal'kina, A. G.; Trofimov, B. A., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 5, p. 1033
  作者：Skvortsov, Yu. M.、Mal'kina, A. G.、Trofimov, B. A.

  DOI：——

  日期：——