Methanesulfonic acid 2-((10R,10aR)-7-methyl-5-oxo-3-phenyl-1,5,10,10a-tetrahydro-oxazolo[3,4-b]isoquinolin-10-yl)-ethyl ester | 296264-78-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: Methanesulfonic acid 2-((10R,10aR)-7-methyl-5-oxo-3-phenyl-1,5,10,10a-tetrahydro-oxazolo[3,4-b]isoquinolin-10-yl)-ethyl ester
• CAS: 296264-78-3
• 化学式: C₂₁H₂₃NO₅S
• 分子量: 401.483
• InChiKey: RAVQCYDUHVZCIO-VCPDFFEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid 2-((10R,10aR)-7-methyl-5-oxo-3-phenyl-1,5,10,10a-tetrahydro-oxazolo[3,4-b]isoquinolin-10-yl)-ethyl ester 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 生成 (10R,10aR)-10-(2-azidoethyl)-7-methyl-3-phenyl-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
• 作为产物：
  描述：

  (3R,4R)-4-(2-hydroxyethyl)-3-(hydroxymethyl)-7-methyl-3,4-dihydro-2H-isoquinolin-1-one 在 对甲苯磺酸 、 三乙胺 作用下， 生成 Methanesulfonic acid 2-((10R,10aR)-7-methyl-5-oxo-3-phenyl-1,5,10,10a-tetrahydro-oxazolo[3,4-b]isoquinolin-10-yl)-ethyl ester
  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