3-Buten-2-ol, 1,1-dimethoxy-, acetate | 66850-67-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-Buten-2-ol, 1,1-dimethoxy-, acetate
• 英文别名: 1-(dimethoxymethyl)prop-2-enyl acetate；3-Acetoxy-4,4-dimethoxy-1-buten
• CAS: 66850-67-7
• 化学式: C₈H₁₄O₄
• 分子量: 174.197
• InChiKey: VAROXPBMHBBBTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.72
• 重原子数：
  12.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-Buten-2-ol, 1,1-dimethoxy-, acetate 在 Candida antarctica lipase B 、 phosphate buffer 作用下， 生成 (R)-1,1-dimethoxybut-3-en-2-ol 、 (S)-1,1-dimethoxybut-3-en-2-ol 、 (S)-1-(dimethoxyphenyl)prop-2-enyl acetate 、 (R)-1-(dimethoxyphenyl)prop-2-enyl acetate
  参考文献：
  名称：

  Enzymatic resolution of 1,1-dimethoxybut-3-en-2-ol and 1,1-dimethoxypent-4-en-2-ol, α-hydroxyaldehyde precursors for aldol-type reactions

  摘要：

  Hydroxyacetals 2 and 3 were resolved by acylation with vinyl acetate in the presence of lipases in organic media. The reverse reaction, the enzymatic hydrolysis of the corresponding acetates, was also highly stereoselective and provided the opposite enantiomers. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.05.013
• 作为产物：
  描述：

  乙酸酐 、 (+/-)-1,1-dimethoxy-but-3-en-2-ol 在 吡啶 、 4-二甲氨基吡啶 作用下， 生成 3-Buten-2-ol, 1,1-dimethoxy-, acetate
  参考文献：
  名称：

  Enzymatic resolution of 1,1-dimethoxybut-3-en-2-ol and 1,1-dimethoxypent-4-en-2-ol, α-hydroxyaldehyde precursors for aldol-type reactions

  摘要：

  Hydroxyacetals 2 and 3 were resolved by acylation with vinyl acetate in the presence of lipases in organic media. The reverse reaction, the enzymatic hydrolysis of the corresponding acetates, was also highly stereoselective and provided the opposite enantiomers. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.05.013

文献信息

• Baltes,H. et al., Chemische Berichte, 1978, vol. 111, p. 1294 - 1314
  作者：Baltes,H. et al.

  DOI：——

  日期：——
• Enzymatic resolution of 1,1-dimethoxybut-3-en-2-ol and 1,1-dimethoxypent-4-en-2-ol, α-hydroxyaldehyde precursors for aldol-type reactions
  作者：Robert Chênevert、Sébastien Gravil、Jean Bolte

  DOI：10.1016/j.tetasy.2005.05.013

  日期：2005.6

  Hydroxyacetals 2 and 3 were resolved by acylation with vinyl acetate in the presence of lipases in organic media. The reverse reaction, the enzymatic hydrolysis of the corresponding acetates, was also highly stereoselective and provided the opposite enantiomers. (c) 2005 Elsevier Ltd. All rights reserved.