Acetic acid (S)-6,7-dimethoxy-4-oxo-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl ester | 676139-09-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Acetic acid (S)-6,7-dimethoxy-4-oxo-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl ester
• CAS: 676139-09-6
• 化学式: C₁₅H₁₈O₅
• 分子量: 278.305
• InChiKey: VBAQLRADIOMWEH-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (S)-6,7-dimethoxy-4-oxo-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl ester 在 吡啶 、 lithium hydroxide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 (3S)-3-[[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]methyl]-6,7-dimethoxy-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  Chemoenzymatic synthesis and binding affinity of novel (R)- and (S)-3-aminomethyl-1-tetralones, potential atypical antipsychotics

  摘要：

  A series of (R)- and (S)-3-aminomethyl-1-tetralones, conformationally constrained analogues of haloperidol, have been obtained by enzymatic resolution of the corresponding racemic 3-hydroxymethyl-1-tetralones using Pseudomonasfluorescens lipase. Their binding affinities at dopamine D-2 and serotonin 5-HT2A and 5-HT2C receptors were determined showing in some cases an atypical antipsychotic profile with Meltzer's ratio higher than 1.30. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.064
• 作为产物：
  描述：

  乙酸乙烯酯 、 3-(Hydroxymethyl)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one 在 Pseudomonas fluorescens lipase on Celite(R) 作用下， 反应 0.6h， 以47%的产率得到(R)-3-(hydroxymethyl)-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen-1-one
  参考文献：
  名称：

  Chemoenzymatic synthesis and binding affinity of novel (R)- and (S)-3-aminomethyl-1-tetralones, potential atypical antipsychotics

  摘要：

  A series of (R)- and (S)-3-aminomethyl-1-tetralones, conformationally constrained analogues of haloperidol, have been obtained by enzymatic resolution of the corresponding racemic 3-hydroxymethyl-1-tetralones using Pseudomonasfluorescens lipase. Their binding affinities at dopamine D-2 and serotonin 5-HT2A and 5-HT2C receptors were determined showing in some cases an atypical antipsychotic profile with Meltzer's ratio higher than 1.30. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.064