ethyl (3-((tert-butylamino)methyl)-1,4-dimethoxynaphthalen-2-yl)acetate | 933774-14-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl (3-((tert-butylamino)methyl)-1,4-dimethoxynaphthalen-2-yl)acetate
• 英文别名: Ethyl 2-[3-[(tert-butylamino)methyl]-1,4-dimethoxynaphthalen-2-yl]acetate；ethyl 2-[3-[(tert-butylamino)methyl]-1,4-dimethoxynaphthalen-2-yl]acetate
• CAS: 933774-14-2
• 化学式: C₂₁H₂₉NO₄
• 分子量: 359.466
• InChiKey: RQGOJBNYXMBEIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (3-((tert-butylamino)methyl)-1,4-dimethoxynaphthalen-2-yl)acetate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 16.0h， 以49%的产率得到2-[3-((tert-butylamino)methyl)-1,4-dimethoxynaphth-2-yl]ethanol
  参考文献：
  名称：

  Synthesis of N-substituted 1,2,3,4-tetrahydrobenz[g]isoquinoline-5,10-diones

  摘要：

  The synthesis of 1,2,3,4-tetrahydrobenz[g]isoquinoline-5,10-dione hydrochlorides is reported starting from 1,4-dihydrobenz[g]isoquinoline-3(2H)-ones or ethyl (3-aminomethyl-1,4-dimethoxynaphth-2-yl)acetates. A third strategy relies on the synthesis of the title compounds via an N-protected 2-(3-bromomethyl-1,4-dimethoxynaphth-2-yl)ethylamine. The synthesized 1,2,3,4-tetrahydro-benz[g]isoquinoline-5,10-diones are a new class of quinones, which have not been reported yet. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.03.014
• 作为产物：
  描述：

  ethyl (1,4-dimethoxy-3-methylnaphthalen-2-yl)acetate 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 4.0h， 生成 ethyl (3-((tert-butylamino)methyl)-1,4-dimethoxynaphthalen-2-yl)acetate
  参考文献：
  名称：

  New synthesis of N-substituted benz[g]isoquinoline-3,5,10(2H)-triones

  摘要：

  Various N-substituted benz[g]isoquinoline-3,5,10(2H)-triones 7 were prepared starting from vitamin K-3 (menadione) 9. The key steps involve substitution of a benzylic bromide by a primary amine and intramolecular condensation across the ester moiety of a (3-bromo-methyl -naphth-2-yl) acetate 8 followed by oxidation with cerium(IV) ammonium nitrate (CAN) and spontaneous dehydrogenation, resulting in the title compounds 7. A selection of the synthesised new compounds was tested in vitro against Mycobacterium tuberculosis. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.052