(1R,5R,6R)-6-hydroxy-6-(6-methylpyridin-2-ylmethyl)bicyclo[3.3.0]octan-2-one ethylene ketal | 507274-98-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,5R,6R)-6-hydroxy-6-(6-methylpyridin-2-ylmethyl)bicyclo[3.3.0]octan-2-one ethylene ketal
• 英文别名: (1'R,3'aR,6'aR)-1'-[(6-methylpyridin-2-yl)methyl]spiro[1,3-dioxolane-2,4'-2,3,3a,5,6,6a-hexahydropentalene]-1'-ol
• CAS: 507274-98-8
• 化学式: C₁₇H₂₃NO₃
• 分子量: 289.375
• InChiKey: KIPWNUYNPAZCOQ-BZUAXINKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  51.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,5R,6R)-6-hydroxy-6-(6-methylpyridin-2-ylmethyl)bicyclo[3.3.0]octan-2-one ethylene ketal 在 盐酸 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 5.0h， 以100%的产率得到(1R,5R,6R)-6-hydroxy-6-(6-methylpyridin-2-ylmethyl)bicyclo[3.3.0]octan-2-one
  参考文献：
  名称：

  Amino alcohols with the bicyclo[3.3.0]octane scaffold as ligands for the catalytic enantioselective addition of diethylzinc to aldehydes

  摘要：

  Amino alcohols with the bicyclo[3.3.0]octane framework were synthesized, characterized and used as chiral ligands for the addition of diethylzinc to aldehydes. Quantitative yields and enantiomeric excesses of up to 92% were obtained in the ethylation reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00584-0
• 作为产物：
  描述：

  cis-bicyclo<3.3.0>octane-2,6-dione 在 正丁基锂 、 对甲苯磺酸 作用下， 以 乙醚 、 正己烷 、 甲苯 为溶剂， 反应 8.0h， 生成 (1R,5R,6R)-6-hydroxy-6-(6-methylpyridin-2-ylmethyl)bicyclo[3.3.0]octan-2-one ethylene ketal
  参考文献：
  名称：

  Amino alcohols with the bicyclo[3.3.0]octane scaffold as ligands for the catalytic enantioselective addition of diethylzinc to aldehydes

  摘要：

  Amino alcohols with the bicyclo[3.3.0]octane framework were synthesized, characterized and used as chiral ligands for the addition of diethylzinc to aldehydes. Quantitative yields and enantiomeric excesses of up to 92% were obtained in the ethylation reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00584-0