(10R,10aR)-7-methyl-3-phenyl-10-(2-phenylsulfanylethyl)-1,3,10,10a-tetrahydro-[1,3]oxazolo[3,4-b]isoquinolin-5-one | 296264-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (10R,10aR)-7-methyl-3-phenyl-10-(2-phenylsulfanylethyl)-1,3,10,10a-tetrahydro-[1,3]oxazolo[3,4-b]isoquinolin-5-one
• CAS: 296264-83-0
• 化学式: C₂₆H₂₅NO₂S
• 分子量: 415.556
• InChiKey: YOYLJFBEWYNDGQ-SAUVGFCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.81
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (10R,10aR)-7-methyl-3-phenyl-10-(2-phenylsulfanylethyl)-1,3,10,10a-tetrahydro-[1,3]oxazolo[3,4-b]isoquinolin-5-one 在 三氟乙酸 作用下， 以78%的产率得到(3R,4R)-3-(hydroxymethyl)-7-methyl-4-(2-phenylsulfanylethyl)-3,4-dihydro-2H-isoquinolin-1-one
  参考文献：
  名称：

  From serine to functionalized enantiopure tetrahydroisoquinolines

  摘要：

  The reaction of gamma-amino-alpha,beta-unsaturated esters prepared from L-serine with diversely substituted arylcuprates affords the corresponding syn-adducts. Transformation of the amino group to an isocyanate, followed by Friedel-Crafts intramolecular condensation, leads to enantiopure 3,4-disubstituted tetrahydroisoquinolin-1-ones, which can be reduced to the corresponding tetrahydroisoquinolines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00765-6
• 作为产物：
  描述：

  (3R,4R)-4-(2-hydroxyethyl)-3-(hydroxymethyl)-7-methyl-3,4-dihydro-2H-isoquinolin-1-one 在 三丁基膦 、 对甲苯磺酸 作用下， 生成 (10R,10aR)-7-methyl-3-phenyl-10-(2-phenylsulfanylethyl)-1,3,10,10a-tetrahydro-[1,3]oxazolo[3,4-b]isoquinolin-5-one
  参考文献：
  名称：

  From serine to functionalized enantiopure tetrahydroisoquinolines

  摘要：

  The reaction of gamma-amino-alpha,beta-unsaturated esters prepared from L-serine with diversely substituted arylcuprates affords the corresponding syn-adducts. Transformation of the amino group to an isocyanate, followed by Friedel-Crafts intramolecular condensation, leads to enantiopure 3,4-disubstituted tetrahydroisoquinolin-1-ones, which can be reduced to the corresponding tetrahydroisoquinolines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00765-6