2-chloromethyl-N-methoxymethylimidazole hydrochloride | 119336-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-chloromethyl-N-methoxymethylimidazole hydrochloride
• 英文别名: 2-(Chloromethyl)-1-(methoxymethyl)-1H-imidazole hydrochloride；2-(chloromethyl)-1-(methoxymethyl)imidazole;hydrochloride
• CAS: 119336-41-3
• 化学式: C₆H₉ClN₂O*ClH
• 分子量: 197.064
• InChiKey: XMFNOYKTADESNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloromethyl-N-methoxymethylimidazole hydrochloride 、 3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-oxidophosphinothioyl]oxypropanenitrile;triethylazanium 在 2,6-二甲基吡啶 、 sodium iodide 作用下， 以 乙腈 为溶剂， 以30%的产率得到
  参考文献：
  名称：

  Solution Phase Synthesis of Dithymidine Phosphorothioate by a Phosphotriester Method Using NewS-Protecting Groups

  摘要：

  A phosphotriester method for the synthesis of dithymidine phosphorothioates with eight S-protecting groups has been investigated. Three of the S-protecting groups possesed catalytic activity, however side reactions occurred under deprotection. The best S-protecting group was 4-chloro-2-nitrobenzyl which could be removed with a minimum of side reactions (0.3%). The Coupling reagent PyFNOP (11) gave protected dithymidine phosphorothioate in 96% yield after 15 min coupling.

  DOI：

  10.1080/07328319708002529
• 作为产物：
  描述：

  5-(hydroxymethyl)-1-(methoxymethyl)imidazole 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 以100%的产率得到2-chloromethyl-N-methoxymethylimidazole hydrochloride
  参考文献：
  名称：

  Syntheses of symmetric .alpha.,.alpha.,.alpha.-tris(imidazolylmethyl)acetonitriles: a new class of tripod M2+-chelating ligands

  摘要：

  DOI：

  10.1021/jo00267a038

文献信息

• MANOHARAN, T. S.;BROWN, R. S., J. ORG. CHEM., 54,(1989) N, C. 1439-1442
  作者：MANOHARAN, T. S.、BROWN, R. S.

  DOI：——

  日期：——
• Syntheses of symmetric .alpha.,.alpha.,.alpha.-tris(imidazolylmethyl)acetonitriles: a new class of tripod M2+-chelating ligands
  作者：T. S. Manoharan、R. S. Brown

  DOI：10.1021/jo00267a038

  日期：1989.3
• Solution Phase Synthesis of Dithymidine Phosphorothioate by a Phosphotriester Method Using New<i>S</i>-Protecting Groups
  作者：Ask Püschl、Jan Kehler、Otto Dahl

  DOI：10.1080/07328319708002529

  日期：1997.1

  A phosphotriester method for the synthesis of dithymidine phosphorothioates with eight S-protecting groups has been investigated. Three of the S-protecting groups possesed catalytic activity, however side reactions occurred under deprotection. The best S-protecting group was 4-chloro-2-nitrobenzyl which could be removed with a minimum of side reactions (0.3%). The Coupling reagent PyFNOP (11) gave protected dithymidine phosphorothioate in 96% yield after 15 min coupling.