[(3R,4R)-5-(2,2-dimethylpropanoyloxy)-3-(4-methylphenyl)-4-[(2-methylpropan-2-yl)oxycarbonylamino]pentyl] 2,2-dimethylpropanoate | 296264-44-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(3R,4R)-5-(2,2-dimethylpropanoyloxy)-3-(4-methylphenyl)-4-[(2-methylpropan-2-yl)oxycarbonylamino]pentyl] 2,2-dimethylpropanoate
• CAS: 296264-44-3
• 化学式: C₂₇H₄₃NO₆
• 分子量: 477.642
• InChiKey: WQUOFIMKLCNLLZ-RTWAWAEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(3R,4R)-5-(2,2-dimethylpropanoyloxy)-3-(4-methylphenyl)-4-[(2-methylpropan-2-yl)oxycarbonylamino]pentyl] 2,2-dimethylpropanoate 在 吡啶 、 三氯化铝 、 sodium methylate 、 三氟乙酸 、 间苯二酚 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 20.0h， 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 锂硼氢 、 对甲苯磺酸 作用下， 以 吡啶 、 甲醇 为溶剂， 生成 [(3R,4R)-5-(2,2-dimethylpropanoyloxy)-3-(4-methylphenyl)-4-[(2-methylpropan-2-yl)oxycarbonylamino]pentyl] 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.