(3,3-Dimethoxyazetidin-2-yl)methanol | 845523-94-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3,3-Dimethoxyazetidin-2-yl)methanol
• CAS: 845523-94-6
• 化学式: C₆H₁₃NO₃
• mdl: MFCD19225867
• 分子量: 147.174
• InChiKey: PGKLPUXHZTUYQN-UHFFFAOYSA-N

物化性质

• 沸点：
  208.1±40.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯甲酸苄酯 、 (3,3-Dimethoxyazetidin-2-yl)methanol 在 碳酸氢钠 作用下， 以 水 为溶剂， 反应 1.0h， 以64%的产率得到Benzyl 2-(hydroxymethyl)-3,3-dimethoxyazetidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of new 3,3-dimethoxyazetidine-2-carboxylic acid derivatives

  摘要：

  Cyclization of gamma-amino-alpha-bromocarboxylic esters resulted in an efficient synthesis of new 3,3-dimethoxyazetidine-2-carboxylates, that is, methyl N-t-butyl-3,3-dimethoxyazetidine-2-carboxylic ester and 3,3-dimethoxyazetidine-2-carboxylic acid, or 3-bromo-4,4-dimethoxypyrrolidin-2-ones, depending on the substituent at nitrogen. Reduction of the 3,3-dimethoxyazetidine-2-carboxylates gave the corresponding 3,3-dimethoxy-2-(hydroxymethyl)azetidines. These novel cyclic amino acid derivatives. available-on multigram scale, have a suitably protected carbonyl function at the 3-position, which enables further functionalization. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.125
• 作为产物：
  描述：

  (E)4-氯-3-甲氧基-2-丁稀酸甲酯 在 sodium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 lithium aluminium tetrahydride 、 sodium azide 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 46.0h， 生成 (3,3-Dimethoxyazetidin-2-yl)methanol
  参考文献：
  名称：

  Synthesis of new 3,3-dimethoxyazetidine-2-carboxylic acid derivatives

  摘要：

  Cyclization of gamma-amino-alpha-bromocarboxylic esters resulted in an efficient synthesis of new 3,3-dimethoxyazetidine-2-carboxylates, that is, methyl N-t-butyl-3,3-dimethoxyazetidine-2-carboxylic ester and 3,3-dimethoxyazetidine-2-carboxylic acid, or 3-bromo-4,4-dimethoxypyrrolidin-2-ones, depending on the substituent at nitrogen. Reduction of the 3,3-dimethoxyazetidine-2-carboxylates gave the corresponding 3,3-dimethoxy-2-(hydroxymethyl)azetidines. These novel cyclic amino acid derivatives. available-on multigram scale, have a suitably protected carbonyl function at the 3-position, which enables further functionalization. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.125

文献信息

• Synthesis of new 3,3-dimethoxyazetidine-2-carboxylic acid derivatives
  作者：Sven Mangelinckx、Marc Boeykens、Maarten Vliegen、Johan Van der Eycken、Norbert De Kimpe

  DOI：10.1016/j.tetlet.2004.10.125

  日期：2005.1

  Cyclization of gamma-amino-alpha-bromocarboxylic esters resulted in an efficient synthesis of new 3,3-dimethoxyazetidine-2-carboxylates, that is, methyl N-t-butyl-3,3-dimethoxyazetidine-2-carboxylic ester and 3,3-dimethoxyazetidine-2-carboxylic acid, or 3-bromo-4,4-dimethoxypyrrolidin-2-ones, depending on the substituent at nitrogen. Reduction of the 3,3-dimethoxyazetidine-2-carboxylates gave the corresponding 3,3-dimethoxy-2-(hydroxymethyl)azetidines. These novel cyclic amino acid derivatives. available-on multigram scale, have a suitably protected carbonyl function at the 3-position, which enables further functionalization. (C) 2004 Elsevier Ltd. All rights reserved.