(S)-3-hydroxy-2-methoxy-3-methylbutanal | 1309369-02-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-3-hydroxy-2-methoxy-3-methylbutanal
• 英文别名: (2S)-3-hydroxy-2-methoxy-3-methylbutanal
• CAS: 1309369-02-5
• 化学式: C₆H₁₂O₃
• 分子量: 132.159
• InChiKey: RRGXFUYIYANROT-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-hydroxy-2-methoxy-3-methylbutanal 在 indium 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 14.0h， 生成 (4S,5R)-6-hydroxy-5-methoxy-6-methylhept-1-en-4-yl benzoate
  参考文献：
  名称：

  Concise and divergent approach to 3-O-acyl-l-noviose derivatives and their 3-amino bioisosteres: 3-O-benzoyl-l-noviose and N-benzoyl-3-amino-l-noviose

  摘要：

  Generally applicable concise approaches to 3-O-acyl-L-noviose derivatives and their 3-amino bioisosteres, represented by 5 and 6, were described. Chiral aldehyde 7 was thus prepared from dimethyl L-tartrate in five steps, and converted into 5 and 6 by employing substrate induced asymmetric aldehyde or N-sulfinyl aldimine allylation and dihydropyrane epoxidation as key steps, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.092
• 作为产物：
  描述：

  (3R,4R)-3-(tert-butyldimethylsilyloxy)-4-methoxy-2,5-dimethylhexane-2,5-diol 在 sodium periodate 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 25.0h， 生成 (S)-3-hydroxy-2-methoxy-3-methylbutanal
  参考文献：
  名称：

  Concise and divergent approach to 3-O-acyl-l-noviose derivatives and their 3-amino bioisosteres: 3-O-benzoyl-l-noviose and N-benzoyl-3-amino-l-noviose

  摘要：

  Generally applicable concise approaches to 3-O-acyl-L-noviose derivatives and their 3-amino bioisosteres, represented by 5 and 6, were described. Chiral aldehyde 7 was thus prepared from dimethyl L-tartrate in five steps, and converted into 5 and 6 by employing substrate induced asymmetric aldehyde or N-sulfinyl aldimine allylation and dihydropyrane epoxidation as key steps, respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.092

文献信息

• Concise and divergent approach to 3-O-acyl-l-noviose derivatives and their 3-amino bioisosteres: 3-O-benzoyl-l-noviose and N-benzoyl-3-amino-l-noviose
  作者：Jisheng Luo、Xiaoming Yu

  DOI：10.1016/j.tetlet.2011.02.092

  日期：2011.5

  Generally applicable concise approaches to 3-O-acyl-L-noviose derivatives and their 3-amino bioisosteres, represented by 5 and 6, were described. Chiral aldehyde 7 was thus prepared from dimethyl L-tartrate in five steps, and converted into 5 and 6 by employing substrate induced asymmetric aldehyde or N-sulfinyl aldimine allylation and dihydropyrane epoxidation as key steps, respectively. (C) 2011 Elsevier Ltd. All rights reserved.