tert-butyl (S)-2-(2-(2-ethoxy-2-oxoacetyl)hydrazine-1-carbonyl)pyrrolidine-1-carboxylate

• 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: tert-butyl (S)-2-(2-(2-ethoxy-2-oxoacetyl)hydrazine-1-carbonyl)pyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S)-2-[[(2-ethoxy-2-oxoacetyl)amino]carbamoyl]pyrrolidine-1-carboxylate
• 化学式: C₁₄H₂₃N₃O₆
• 分子量: 329.353
• InChiKey: BFGUCTXRJUFLIK-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-2-(2-(2-ethoxy-2-oxoacetyl)hydrazine-1-carbonyl)pyrrolidine-1-carboxylate 在 劳森试剂 、 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 (S)-5-(1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-1,3,4-thiadiazole-2-carboxylic acid
  参考文献：
  名称：

  [EN] IMMUNOMODULATORS, COMPOSITIONS AND METHODS THEREOF
  [FR] IMMUNOMODULATEURS, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS

  摘要：

  揭示了一种I式化合物，以及使用该化合物作为免疫调节剂的方法，以及包含这种化合物的药物组合物。这些化合物在治疗、预防或改善癌症或感染等疾病或障碍方面是有用的。

  公开号：

  WO2020011243A1
• 作为产物：
  描述：

  草酰氯单乙酯 、 2-(肼羰基)吡咯烷-1-羧酸-(S)-叔丁酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 生成 tert-butyl (S)-2-(2-(2-ethoxy-2-oxoacetyl)hydrazine-1-carbonyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of 1,2,4-Oxadiazole-, 1,3,4-Oxadiazole-, and 1,2,4-Triazole-Derived Dipeptidomimetics

  摘要：

  Three series of heterocyclic dipeptidomimetics have been synthesized. The compounds were designed as amino acid-glycine mimetics containing 1,2,4-oxadiazole, 1,3,4-oxadiazole, and 1,2,4-triazole ring systems, useful as building blocks in the synthesis of modified peptides. The heterocyclic moieties were chosen according to their geometrical, electrostatical, and hydrogen bonding properties together with the synthetic accessibility. The syntheses started with Boc-protected L-amino acids (Ala, Gly, Asp, Phe, Ser, Arg, Cys, and Pro), and the reaction conditions were chosen to allow for the formation of products with high enantiopurity. The enantiomeric excess was determined by HPLC using chiral stationary phases.

  DOI：

  10.1021/jo00115a029

文献信息

• IMMUNOMODULATORS, COMPOSITIONS AND METHODS THEREOF
  申请人：BETTA PHARMACEUTICALS CO., LTD

  公开号：US20210040118A1

  公开（公告）日：2021-02-11

  The present invention relates to compounds of Formula I, methods of using the compounds as immunomodulators, and pharmaceutical compositions comprising such compounds. The compounds are useful in treating, preventing or ameliorating diseases or disorders such as cancer or infections.
• Synthesis of 1,2,4-Oxadiazole-, 1,3,4-Oxadiazole-, and 1,2,4-Triazole-Derived Dipeptidomimetics
  作者：Susanna Borg、Genevieve Estenne-Bouhtou、Kristina Luthman、Ingeborg Csoeregh、Willy Hesselink、Uli Hacksell

  DOI：10.1021/jo00115a029

  日期：1995.5

  Three series of heterocyclic dipeptidomimetics have been synthesized. The compounds were designed as amino acid-glycine mimetics containing 1,2,4-oxadiazole, 1,3,4-oxadiazole, and 1,2,4-triazole ring systems, useful as building blocks in the synthesis of modified peptides. The heterocyclic moieties were chosen according to their geometrical, electrostatical, and hydrogen bonding properties together with the synthetic accessibility. The syntheses started with Boc-protected L-amino acids (Ala, Gly, Asp, Phe, Ser, Arg, Cys, and Pro), and the reaction conditions were chosen to allow for the formation of products with high enantiopurity. The enantiomeric excess was determined by HPLC using chiral stationary phases.
• [EN] IMMUNOMODULATORS, COMPOSITIONS AND METHODS THEREOF<br/>[FR] IMMUNOMODULATEURS, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：BETTA PHARMACEUTICALS CO LTD

  公开号：WO2019192506A1

  公开（公告）日：2019-10-10

  Disclosed are compounds of Formula (I), methods of using the compounds as immunomodulators, and pharmaceutical compositions comprising such compounds. The compounds are useful in treating, preventing or ameliorating diseases or disorders such as cancer or infections.

  揭示了Formula (I)的化合物，使用这些化合物作为免疫调节剂的方法，以及包含这些化合物的药物组合物。这些化合物可用于治疗、预防或改善癌症或感染等疾病或疾病。