(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-ethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline | 271244-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-ethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline
• CAS: 271244-73-6
• 化学式: C₁₉H₃₃NO₃Si
• 分子量: 351.561
• InChiKey: SPTKGYRYNPREDS-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  30.93
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-ethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline 在 氢氟酸 作用下， 以51%的产率得到(S)-1-ethyl-2-hydroxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Asymmetric addition of a Reformatsky-type reagent to 3,4-dihydroisoquinoline N-oxides

  摘要：

  The asymmetric addition of a Reformatsky-type reagent, prepared in situ from diethylzinc and iodoacetic acid ester, to a carbon-nitrogen double bond in 3,4-dihydroisoquinoline N-oxides was achieved by utilizing diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding (S)-1-substituted 2-hydroxy-1,2,3,4-tetrahydroisoquinolines with enantioselectivities up to 86% ee. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00003-3
• 作为产物：
  描述：

  [(S)-2-(tert-Butyl-dimethyl-silanyloxy)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl]-acetic acid tert-butyl ester 在 lithium aluminium tetrahydride 、 二异丁基氢化铝 、 三乙胺 作用下， 生成 (S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-ethyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline
  参考文献：
  名称：

  Asymmetric addition of a Reformatsky-type reagent to 3,4-dihydroisoquinoline N-oxides

  摘要：

  The asymmetric addition of a Reformatsky-type reagent, prepared in situ from diethylzinc and iodoacetic acid ester, to a carbon-nitrogen double bond in 3,4-dihydroisoquinoline N-oxides was achieved by utilizing diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding (S)-1-substituted 2-hydroxy-1,2,3,4-tetrahydroisoquinolines with enantioselectivities up to 86% ee. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00003-3