N,N-diethyl-4-methoxy-2-[(2S)-2-[[(S)-(4-methylphenyl)sulfinyl]amino]-2-phenylethyl]benzamide | 208345-52-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N,N-diethyl-4-methoxy-2-[(2S)-2-[[(S)-(4-methylphenyl)sulfinyl]amino]-2-phenylethyl]benzamide
• CAS: 208345-52-2
• 化学式: C₂₇H₃₂N₂O₃S
• 分子量: 464.629
• InChiKey: XZRIAOGOVACCDF-UBOZLPQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-4-methoxy-2-[(2S)-2-[[(S)-(4-methylphenyl)sulfinyl]amino]-2-phenylethyl]benzamide 在 叔丁基锂 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 生成 (-)-(S)-6-methoxy-3-phenyl-3,4-dihydroisoquinolin-1(2H)-one
  参考文献：
  名称：

  Sulfinimine mediated asymmetric synthesis of 3-substituted-1(2H)-isoquinolones: (3R,4S)-(−)-4-hydroxy-3-phenyltetrahydroisoquinoline

  摘要：

  A general approach to enantiomerically pure 3-substituted-1 (2H)-isoquinolones is illustrated by the addition of lateral lithiated amide 7 to sulfinimine 5. Isoquinolone 8 is readily transformed into (3R,4S)-(-)-4-hydroxy-3-phenyltetrahydroisoquinoline 15 via hydroxylation and reduction. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00506-1
• 作为产物：
  描述：

  N,N-二乙基-4-甲氧基-2-甲基苯甲酰胺 、 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以70%的产率得到N,N-diethyl-4-methoxy-2-[(2S)-2-[[(S)-(4-methylphenyl)sulfinyl]amino]-2-phenylethyl]benzamide
  参考文献：
  名称：

  Sulfinimine mediated asymmetric synthesis of 3-substituted-1(2H)-isoquinolones: (3R,4S)-(−)-4-hydroxy-3-phenyltetrahydroisoquinoline

  摘要：

  A general approach to enantiomerically pure 3-substituted-1 (2H)-isoquinolones is illustrated by the addition of lateral lithiated amide 7 to sulfinimine 5. Isoquinolone 8 is readily transformed into (3R,4S)-(-)-4-hydroxy-3-phenyltetrahydroisoquinoline 15 via hydroxylation and reduction. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00506-1

文献信息

• Sulfinimine mediated asymmetric synthesis of 3-substituted-1(2H)-isoquinolones: (3R,4S)-(−)-4-hydroxy-3-phenyltetrahydroisoquinoline
  作者：Franklin A. Davis、Yemane W. Andemichael

  DOI：10.1016/s0040-4039(98)00506-1

  日期：1998.5

  A general approach to enantiomerically pure 3-substituted-1 (2H)-isoquinolones is illustrated by the addition of lateral lithiated amide 7 to sulfinimine 5. Isoquinolone 8 is readily transformed into (3R,4S)-(-)-4-hydroxy-3-phenyltetrahydroisoquinoline 15 via hydroxylation and reduction. (C) 1998 Elsevier Science Ltd. All rights reserved.