(1R,5R,6R)-buta-2,3-dienoic acid 6-(2,2-dimethyl-propionylamino)-spiro[4.4]non-1-yl ester | 1206817-43-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1R,5R,6R)-buta-2,3-dienoic acid 6-(2,2-dimethyl-propionylamino)-spiro[4.4]non-1-yl ester
• CAS: 1206817-43-7
• 化学式: C₁₈H₂₇NO₃
• 分子量: 305.417
• InChiKey: UEJMTZBWKVUOQG-HBUWYVDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,5R,6R)-buta-2,3-dienoic acid 6-(2,2-dimethyl-propionylamino)-spiro[4.4]non-1-yl ester 在 盐酸 作用下， 以 乙醚 、 水 为溶剂， 生成 (1R,5R,6R)-3-chloro-but-3-enoic acid 6-(2,2-dimethylpropionylamino)-spiro[4.4]non-1-yl ester
  参考文献：
  名称：

  Diastereoselective Diels−Alder Reactions with an Allenyl-Containing Spiro-Amido Chiral Auxiliary

  摘要：

  A novel allenyl-containing 1,3-spiro-amido alcohol auxiliary has been prepared and used in a variety of diastereo-selective Diels-Alder reactions providing exclusively endo adducts with diastereomeric ratios ranging from 2:1 to > 99:1.

  DOI：

  10.1021/jo902556b
• 作为产物：
  描述：

  C₉H₁₂O₃ 、 (1R,5R,6R)-6-(2,2-dimethylpropanamido)-spiro[4.4]-nonan-1-ol 以 四氢呋喃 为溶剂， 以460 mg的产率得到(1R,5R,6R)-buta-2,3-dienoic acid 6-(2,2-dimethyl-propionylamino)-spiro[4.4]non-1-yl ester
  参考文献：
  名称：

  Diastereoselective Diels−Alder Reactions with an Allenyl-Containing Spiro-Amido Chiral Auxiliary

  摘要：

  A novel allenyl-containing 1,3-spiro-amido alcohol auxiliary has been prepared and used in a variety of diastereo-selective Diels-Alder reactions providing exclusively endo adducts with diastereomeric ratios ranging from 2:1 to > 99:1.

  DOI：

  10.1021/jo902556b

文献信息

• Diastereoselective Diels−Alder Reactions with an Allenyl-Containing Spiro-Amido Chiral Auxiliary
  作者：Jeff R. Henderson、Julian P. Chesterman、Masood Parvez、Brian A. Keay

  DOI：10.1021/jo902556b

  日期：2010.2.5

  A novel allenyl-containing 1,3-spiro-amido alcohol auxiliary has been prepared and used in a variety of diastereo-selective Diels-Alder reactions providing exclusively endo adducts with diastereomeric ratios ranging from 2:1 to > 99:1.