(2R,1'R)-3-(1'-hydroxypropyl)-2-(4'-methoxyphenyl)-2H-chromene | 1440429-63-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (2R,1'R)-3-(1'-hydroxypropyl)-2-(4'-methoxyphenyl)-2H-chromene
• 英文别名: (1R)-1-[(2R)-2-(4-methoxyphenyl)-2H-chromen-3-yl]propan-1-ol
• CAS: 1440429-63-9
• 化学式: C₁₉H₂₀O₃
• 分子量: 296.366
• InChiKey: VLDRHXWVXBCMDV-IEBWSBKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(p-methoxyphenyl)-2H-chromene-3-carbaldehyde 、 diethylzinc 在 (S)-2-((S)-1'-phenylethylamino)-1,1,2-triphenylethan-1-ol 作用下， 以 正己烷 、 甲基叔丁基醚 为溶剂， 反应 3.0h， 以94%的产率得到
  参考文献：
  名称：

  Asymmetric Preparation of New N,N-Dialkyl-2-amino-1,1,2-triphenylethanol Catalysts and a Kinetic Resolution in the Addition of Diethylzinc to Flavene-3-carbaldehydes

  摘要：

  Enantiopure N,N-dialkyl-(S)-2-amino-1,1,2-triphenylethanols were prepared using a new synthetic methodology and tested for their ability to catalyze the enantioselective addition of diethylzinc to aldehydes. The structural modification of N- substituents of the catalysts led us to identify N- methyl- N-(S)-1-phenylethyl-substituted 4d as an effective catalyst for the addition. Also disclosed is a kinetic resolution of racemic flavene-3-carbaldehydes with the chiral catalyst.

  DOI：

  10.1055/s-0032-1318301

文献信息

• Asymmetric Preparation of New N,N-Dialkyl-2-amino-1,1,2-triphenylethanol Catalysts and a Kinetic Resolution in the Addition of Diethylzinc to Flavene-3-carbaldehydes
  作者：Yong Park、Seock Kang、Jinho Baek、Yi Ko、Chan Im

  DOI：10.1055/s-0032-1318301

  日期：——

  Enantiopure N,N-dialkyl-(S)-2-amino-1,1,2-triphenylethanols were prepared using a new synthetic methodology and tested for their ability to catalyze the enantioselective addition of diethylzinc to aldehydes. The structural modification of N- substituents of the catalysts led us to identify N- methyl- N-(S)-1-phenylethyl-substituted 4d as an effective catalyst for the addition. Also disclosed is a kinetic resolution of racemic flavene-3-carbaldehydes with the chiral catalyst.