[(2S)-2-[hydroxy-bis(2-methoxy-4-methylphenyl)methyl]pyrrolidin-1-yl]-(2-phenylphenyl)methanone | 1161570-74-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(2S)-2-[hydroxy-bis(2-methoxy-4-methylphenyl)methyl]pyrrolidin-1-yl]-(2-phenylphenyl)methanone
• CAS: 1161570-74-6
• 化学式: C₃₄H₃₅NO₄
• 分子量: 521.656
• InChiKey: VOQFMZWMEZKVKS-YTTGMZPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 [(2S)-2-[hydroxy-bis(2-methoxy-4-methylphenyl)methyl]pyrrolidin-1-yl]-(2-phenylphenyl)methanone 在 sodium methylate 作用下， 生成 (R)-[1,1'-biphenyl]-2-yl(2-methoxypyrrolidin-1-yl)methanone 、 [1,1'-biphenyl]-2-yl(2-methoxypyrrolidin-1-yl)methanone
  参考文献：
  名称：

  Memory of Chirality in the Electrochemical Oxidation of N-o-Phenylbenzoylated Prolinols

  摘要：

  Memory of chirality in electrochemical carbon-carbon bond cleavage of N-o-phenylbenzoylated (S)-prolinol derivatives was observed. Substituents of the alpha-position affected the ee of the products. The reaction of alpha,alpha-diarylated (S)-prolinol derivatives proceeded smoothly to afford optically active alpha-methoxylated pyrrolidine with up to 73% ee.

  DOI：

  10.3987/com-08-s(d)10
• 作为产物：
  描述：

  N-o-phenylbenzoyl-L-proline methyl ester 、 (2-methoxy-4-methylphenyl)magnesium bromide 以 四氢呋喃 为溶剂， 以70%的产率得到[(2S)-2-[hydroxy-bis(2-methoxy-4-methylphenyl)methyl]pyrrolidin-1-yl]-(2-phenylphenyl)methanone
  参考文献：
  名称：

  Memory of Chirality in the Electrochemical Oxidation of N-o-Phenylbenzoylated Prolinols

  摘要：

  Memory of chirality in electrochemical carbon-carbon bond cleavage of N-o-phenylbenzoylated (S)-prolinol derivatives was observed. Substituents of the alpha-position affected the ee of the products. The reaction of alpha,alpha-diarylated (S)-prolinol derivatives proceeded smoothly to afford optically active alpha-methoxylated pyrrolidine with up to 73% ee.

  DOI：

  10.3987/com-08-s(d)10

文献信息

• Memory of Chirality in the Electrochemical Oxidation of N-o-Phenylbenzoylated Prolinols
  作者：Osamu Onomura、Yoshihiro Matsumura、George Ng’aNg’a Wanyoike

  DOI：10.3987/com-08-s(d)10

  日期：——

  Memory of chirality in electrochemical carbon-carbon bond cleavage of N-o-phenylbenzoylated (S)-prolinol derivatives was observed. Substituents of the alpha-position affected the ee of the products. The reaction of alpha,alpha-diarylated (S)-prolinol derivatives proceeded smoothly to afford optically active alpha-methoxylated pyrrolidine with up to 73% ee.