(9R,11S)-methyl 7-(tert-butoxycarbonyl)-9-(3,4-dimethoxyphenyl)-12-methyl-3,8-dioxo-1-phenyl-2,4-dioxa-7,10-diazatridecane-11-carboxylate | 1426434-43-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (9R,11S)-methyl 7-(tert-butoxycarbonyl)-9-(3,4-dimethoxyphenyl)-12-methyl-3,8-dioxo-1-phenyl-2,4-dioxa-7,10-diazatridecane-11-carboxylate
• CAS: 1426434-43-6
• 化学式: C₃₁H₄₂N₂O₁₀
• 分子量: 602.682
• InChiKey: MZWDXWXPQDOVBC-IZZNHLLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  43.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  138.93
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (9R,11S)-methyl 7-(tert-butoxycarbonyl)-9-(3,4-dimethoxyphenyl)-12-methyl-3,8-dioxo-1-phenyl-2,4-dioxa-7,10-diazatridecane-11-carboxylate 在 sodium tetrahydroborate 、 水 、 二异丁基氢化铝 、 溶剂黄146 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 、 甲苯 为溶剂， 生成 (3S,5R)-5-(3,4-dimethoxyphenyl)-3-propan-2-ylmorpholin-2-ol
  参考文献：
  名称：

  An Approach to the Synthesis of Enantiopure Tetrahydroisoquinoline via a Key Asymmetric Ugi Reaction

  摘要：

  An approach to the synthesis of the multisubstituted tetrahydroisoquinoline featuring an asymmetric Ugi reaction of a-amino acid, aromatic aldehyde and an isocyanide has been developed. The promising utility of the strategy is demonstrated by a synthesis of an enantiopure functionalized 1,3-trans-tetrahydroiso-quinolin-4-ol from natural L-valine. The configuration of the two stereocenters at C-1 and C-4, generated in the Ugi reaction and Pomeranz-Fritsch-type cyclization separately, was controlled very well and determined by NMR studies.

  DOI：

  10.1055/s-0032-1317931
• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 反应 96.0h， 生成 (9R,11S)-methyl 7-(tert-butoxycarbonyl)-9-(3,4-dimethoxyphenyl)-12-methyl-3,8-dioxo-1-phenyl-2,4-dioxa-7,10-diazatridecane-11-carboxylate
  参考文献：
  名称：

  An Approach to the Synthesis of Enantiopure Tetrahydroisoquinoline via a Key Asymmetric Ugi Reaction

  摘要：

  An approach to the synthesis of the multisubstituted tetrahydroisoquinoline featuring an asymmetric Ugi reaction of a-amino acid, aromatic aldehyde and an isocyanide has been developed. The promising utility of the strategy is demonstrated by a synthesis of an enantiopure functionalized 1,3-trans-tetrahydroiso-quinolin-4-ol from natural L-valine. The configuration of the two stereocenters at C-1 and C-4, generated in the Ugi reaction and Pomeranz-Fritsch-type cyclization separately, was controlled very well and determined by NMR studies.

  DOI：

  10.1055/s-0032-1317931