ethyl 3-azido-2-hydroxypropanoate | 93715-83-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: ethyl 3-azido-2-hydroxypropanoate
• 英文别名: ethyl 3-azido-2-hydroxy-propionate
• CAS: 93715-83-4
• 化学式: C₅H₉N₃O₃
• mdl: MFCD09840564
• 分子量: 159.145
• InChiKey: JWDVPDQIXXHLCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  60.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 3-azido-2-hydroxypropanoate 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 乙醇 为溶剂， 生成 2-Acetoxy-3-dibenzylamino-propionic acid ethyl ester
  参考文献：
  名称：

  dl-Isoserine and related compounds

  摘要：

  DOI：

  10.1021/jo00201a018
• 作为产物：
  描述：

  3-氯-2-羟基丙酸乙酯 在 sodium azide 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 54.0h， 生成 ethyl 3-azido-2-hydroxypropanoate
  参考文献：
  名称：

  dl-Isoserine and related compounds

  摘要：

  DOI：

  10.1021/jo00201a018

文献信息

• A rapid and efficient synthesis of imidazo [1,2-a] and 1,2,4-triazolo [4,3-a]-piperazine car☐ylic acids.
  作者：Gary A. McCort、Jean Claude Pascal

  DOI：10.1016/s0040-4039(00)60105-3

  日期：1992.7

  A simple and general synthesis of novel cyclic α-amino acids by a route employing an easily accessable protected piperazine car☐ylic acid imino-ether is described.

  描述了一种新的环状α-氨基酸的简单通用合成方法，该路线采用易于获得的受保护的哌嗪汽车☐酸亚氨基醚。
• Hiv Integrase Inhibitors
  申请人：Wai S. John

  公开号：US20080015187A1

  公开（公告）日：2008-01-17

  Bicyclic pyrazoles of Formula I are inhibitors of HIV integrase and inhibitors of HIV replication: wherein Z is O or N(R 8 ); n is an integer equal to zero or 1; and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are defined herein. The compounds are useful in the prevention and treatment of infection by HIV and in the prevention, delay in the onset, and treatment of AIDS. The compounds are employed against HIV infection and AIDS as compounds per se or in the form of pharmaceutically acceptable salts. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines.

  式I中的双环吡唑是HIV整合酶的抑制剂和HIV复制的抑制剂：其中Z是O或N（R8）; n是等于零或1的整数; R1、R2、R3、R4、R5、R6、R7和R8在此定义。这些化合物对预防和治疗HIV感染以及预防、延迟发病和治疗艾滋病非常有用。这些化合物可作为化合物本身或以药学上可接受的盐的形式用于对抗HIV感染和艾滋病。这些化合物及其盐可作为药物组成部分，可与其他抗病毒药物、免疫调节剂、抗生素或疫苗组合使用。
• HIV integrase inhibitors
  申请人：Merck & Co., Inc.

  公开号：US07476666B2

  公开（公告）日：2009-01-13

  Bicyclic pyrazoles of Formula I are inhibitors of HIV integrase and inhibitors of HIV replication: wherein Z is O or N(R8); n is an integer equal to zero or 1; and R1, R2, R3, R4, R5, R6, R7 and R8 are defined herein. The compounds are useful in the prevention and treatment of infection by HIV and in the prevention, delay in the onset, and treatment of AIDS. The compounds are employed against HIV infection and AIDS as compounds per se or in the form of pharmaceutically acceptable salts. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines.

  化合物I式的双环吡唑是HIV整合酶的抑制剂和HIV复制的抑制剂：其中Z为O或N（R8）; n是等于零或1的整数; R1，R2，R3，R4，R5，R6，R7和R8在此定义。这些化合物在预防和治疗HIV感染以及预防，延迟发病和治疗艾滋病方面非常有用。这些化合物可作为化合物本身或以药学上可接受的盐的形式用于抗击HIV感染和艾滋病。这些化合物及其盐可作为制药组合物中的成分，可与其他抗病毒药物，免疫调节剂，抗生素或疫苗组合使用。
• [EN] HIV INTEGRASE INHIBITORS<br/>[FR] INHIBITEURS INTÉGRASE VIH
  申请人：MERCK & CO INC

  公开号：WO2005120516A3

  公开（公告）日：2007-02-22
• Synthesis of 4,6-Unsubstituted 2-Aminodihydropyrimidine-5-­carboxylates through Sequential Staudinger/Aza-Wittig/Cyclization Reactions
  作者：Yoshio Nishimura、Hidetsura Cho

  DOI：10.1055/s-0034-1378932

  日期：——

  A novel method for constructing the dihydropyrimidine skeleton is developed. The method involves three sequential reactions: (1) the Staudinger reaction of (E)-ethyl 3-azido-2-[(tert-butoxycarbonyl) amino] methyl} acrylate with triphenylphosphine; (2) aza-Wittig reaction of the resulting iminophosphorane with isocyanate; (3) intramolecular cyclization of the carbodiimide intermediate to give 4,6-unsubstituted 2-aminodihydropyrimidine-5-carboxylates in high overall yield. The method can be applied to various aromatic isocyanates, with substrates having electron-withdrawing groups showing high reactivities. In the case of aliphatic benzyl isocyanate, the reaction provides bicyclic dihydropyrimidine as the major product. The N-protecting group (Boc) can easily be removed to obtain N-unsubstituted dihydropyrimidines. All dihydropyrimidines in this study were previously unavailable and are difficult to synthesize by conventional methods.