2-[(3R,4R)-3-(2,2-dimethylpropanoyloxymethyl)-7-methyl-1-oxo-3,4-dihydro-2H-isoquinolin-4-yl]ethyl 2,2-dimethylpropanoate | 296264-68-1

• 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: 2-[(3R,4R)-3-(2,2-dimethylpropanoyloxymethyl)-7-methyl-1-oxo-3,4-dihydro-2H-isoquinolin-4-yl]ethyl 2,2-dimethylpropanoate
• CAS: 296264-68-1
• 化学式: C₂₃H₃₃NO₅
• 分子量: 403.519
• InChiKey: SHHMVCPFXWNFDM-AEFFLSMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(3R,4R)-3-(2,2-dimethylpropanoyloxymethyl)-7-methyl-1-oxo-3,4-dihydro-2H-isoquinolin-4-yl]ethyl 2,2-dimethylpropanoate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (3R,4R)-4-(2-hydroxyethyl)-3-(hydroxymethyl)-7-methyl-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：

  tert-butyl (4R)-4-[(1R)-3-methoxy-1-(4-methylphenyl)-3-oxopropyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 在 吡啶 、 锂硼氢 、 三氯化铝 、 对甲苯磺酸 、 三氟乙酸 、 间苯二酚 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 20.0h， 生成 2-[(3R,4R)-3-(2,2-dimethylpropanoyloxymethyl)-7-methyl-1-oxo-3,4-dihydro-2H-isoquinolin-4-yl]ethyl 2,2-dimethylpropanoate
  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

文献信息

• From serine to functionalized enantiopure tetrahydroisoquinolines
  作者：Stephen Hanessian、Emmanuel Demont、Willem A.L. van Otterlo

  DOI：10.1016/s0040-4039(00)00765-6

  日期：2000.6

  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.