1-溴-5-甲氧基-2-(2-硝基乙基)-4-苯基甲氧基苯 | 918896-59-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-溴-5-甲氧基-2-(2-硝基乙基)-4-苯基甲氧基苯
• 英文名称: 1-benzyloxy-4-bromo-2-methoxy-5-(2-nitro ethyl)benzene
• 英文别名: 1-(Benzyloxy)-4-bromo-2-methoxy-5-(2-nitroethyl)benzene；1-bromo-5-methoxy-2-(2-nitroethyl)-4-phenylmethoxybenzene
• CAS: 918896-59-0
• 化学式: C₁₆H₁₆BrNO₄
• 分子量: 366.211
• InChiKey: CSRMBZODCPFVJY-UHFFFAOYSA-N

物化性质

• 熔点：
  95 °C
• 沸点：
  479.7±45.0 °C(Predicted)
• 密度：
  1.408±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-溴-5-甲氧基-2-(2-硝基乙基)-4-苯基甲氧基苯 在 palladium diacetate 咪唑 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 sodium carbonate 、 乙二醇 、 三乙胺 、 三氟乙酸 、 lithium chloride 、 poly(ethylene glycol) 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 38.0h， 生成 6-benzyloxy-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-7-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthetic studies on Ecteinascidin-743: synthesis of building blocks through Sharpless asymmetric dihydroxylation and aza-Michael reactions

  摘要：

  A practical and an efficient synthesis of three building blocks of tetrahydroisoquinoline alkaloid Ecteinascidin-743 was accomplished, starting from readily available piperonal, 2-methyl anisole, and veratraldehyde. A combination of Vilsmeier-Haack reaction and Sharpless asymmetric dihydroxylation was employed for the synthesis of building blocks A and B whereas a Heck reaction in PEG-2000 and aza-Michael reactions were employed for the synthesis of building block C. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.056
• 作为产物：
  描述：

  2-溴-5-羟基-4-甲氧基苯甲醛 在 乙酸铵 、 sodium tetrahydroborate 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 10.0h， 生成 1-溴-5-甲氧基-2-(2-硝基乙基)-4-苯基甲氧基苯
  参考文献：
  名称：

  Synthetic studies on Ecteinascidin-743: synthesis of building blocks through Sharpless asymmetric dihydroxylation and aza-Michael reactions

  摘要：

  A practical and an efficient synthesis of three building blocks of tetrahydroisoquinoline alkaloid Ecteinascidin-743 was accomplished, starting from readily available piperonal, 2-methyl anisole, and veratraldehyde. A combination of Vilsmeier-Haack reaction and Sharpless asymmetric dihydroxylation was employed for the synthesis of building blocks A and B whereas a Heck reaction in PEG-2000 and aza-Michael reactions were employed for the synthesis of building block C. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.056

文献信息

• ANTI-ALS COMPOUNDS
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US20230037538A1

  公开（公告）日：2023-02-09

  The present invention relates to compounds expected to be useful in the prevention and/or treatment of diseases such as amyotrophic lateral sclerosis, frontotemporal dementia, chronic traumatic encephalopathy, Alzheimer's disease, frontotemporal lobar degeneration, multisystem proteinopathy and the like, a method for preventing or treating such diseases, and the like.
• Synthetic studies on Ecteinascidin-743: synthesis of building blocks through Sharpless asymmetric dihydroxylation and aza-Michael reactions
  作者：S. Chandrasekhar、N. Ramakrishna Reddy、Y. Srinivasa Rao

  DOI：10.1016/j.tet.2006.09.056

  日期：2006.12

  A practical and an efficient synthesis of three building blocks of tetrahydroisoquinoline alkaloid Ecteinascidin-743 was accomplished, starting from readily available piperonal, 2-methyl anisole, and veratraldehyde. A combination of Vilsmeier-Haack reaction and Sharpless asymmetric dihydroxylation was employed for the synthesis of building blocks A and B whereas a Heck reaction in PEG-2000 and aza-Michael reactions were employed for the synthesis of building block C. (c) 2006 Elsevier Ltd. All rights reserved.