4-(乙酰氧基)-1-[(4-甲基苯基)磺酰基]-D-脯氨酸乙酯 | 116143-06-7

• 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
• 中文名称: 4-(乙酰氧基)-1-[(4-甲基苯基)磺酰基]-D-脯氨酸乙酯
• 英文名称: 4-(acetyloxy)-1-<(4-methylphenyl)sulfonyl>-D-proline ethyl ester
• 英文别名: 4-(Acetyloxy)-1-(4-tolylsulfonyl)-D-proline Ethyl Ester；(4S)-4-(acetyloxy)-1-[(4-methylphenyl)sulfonyl]-D-proline ethyl ester；(2R,4S)-4-acetoxy-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid ethyl ester；ethyl (2R,4S)-4-acetyloxy-1-(4-methylphenyl)sulfonylpyrrolidine-2-carboxylate
• CAS: 116143-06-7
• 化学式: C₁₆H₂₁NO₆S
• 分子量: 355.412
• InChiKey: XOUHWIKPJVQHHS-DZGCQCFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(乙酰氧基)-1-[(4-甲基苯基)磺酰基]-D-脯氨酸乙酯 在 氢氧化钾 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以84%的产率得到1-(4-Tolylsulfonyl)-4-hydroxy-D-proline
  参考文献：
  名称：

  Synthesis of (S,S)- and (R,R)-2-alkyl-2,5-diazabicyclo[2.2.1]heptanes

  摘要：

  DOI：

  10.1021/jo00292a054
• 作为产物：
  描述：

  顺式-4-羟基-D-脯氨酸盐酸盐 在 吡啶 、 盐酸 、 三乙胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 35.0h， 生成 4-(乙酰氧基)-1-[(4-甲基苯基)磺酰基]-D-脯氨酸乙酯
  参考文献：
  名称：

  Azadideoxyadenosine: Synthesis, enzymology, and anti-HIV activity

  摘要：

  Synthesis of an azanucleoside, a new analogue of dideoxyadenosine, is described. This compound is only slowly deaminated by mammalian adenosine deaminase and it is a substrate for adenosine kinase. It exhibits in vitro anti-HIV activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.085

文献信息

• Fluoronaphthyridines and quinolones as antibacterial agents. 2. Synthesis and structure-activity relationships of new 1-tert-butyl 7-substituted derivatives
  作者：D. Bouzard、P. Di Cesare、M. Essiz、J. P. Jacquet、J. R. Kiechel、P. Remuzon、A. Weber、T. Oki、M. Masuyoshi

  DOI：10.1021/jm00167a010

  日期：1990.5

  A number of 7-substituted-1-tert-butyl-6-fluoroquinolone-3-carboxylic acids and 7-substituted-1-tert-butyl-6-fluoro-1,8-naphthyridine-3-carboxylic acids have been prepared and tested for antibacterial activities. Among those the 7-aminopyrrolidinyl 20b and the 7-diazabicyclo naphthyridine 18b are the most potent compounds in vitro and in vivo. Physicochemical data and acute toxicity are also discussed

  已经制备了许多7-取代的1-叔丁基-6-氟喹诺酮-3-羧酸和7-取代的1-叔丁基-6-氟-1,8-萘啶-3-羧酸。经测试具有抗菌活性。其中7-氨基吡咯烷基20b和7-二氮杂双环萘啶18b是体外和体内最有效的化合物。还讨论了理化数据和急性毒性。考虑到体外和体内的微生物活性，低毒性和药代动力学特征，化合物18b BMY 40062表现出最有利的总体性能，并被选择用于临床评估。
• FUSED PYRAZINE COMPOUNDS USEFUL FOR THE TREATMENT OF DEGENERATIVE AND INFLAMMATORY DISEASES
  申请人：Andrews Martin James Inglis

  公开号：US20090286798A1

  公开（公告）日：2009-11-19

  Novel[1.2.4]triazolo[1,5-a]pyrazine and imidazo[1,2-a]pyrazine compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, and others.

  揭示了具有以下表示的公式的新型[1.2.4]三唑并咪唑[1,2-a]吡嗪化合物：这些化合物可以制备为药物组合物，并可用于哺乳动物包括人类的预防和治疗多种疾病，包括但不限于疼痛、炎症等。
• Substituted triazolopyrazines useful for the treatment of degenerative and inflammatory diseases
  申请人：Galapagos NV

  公开号：US08012983B2

  公开（公告）日：2011-09-06

  Novel [1.2.4]triazolo[1,5-a]pyrazine and imidazo[1,2-a]pyrazine compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, and others.

  本发明揭示了一种具有以下代表性公式的Novel [1.2.4]triazolo[1,5-a]pyrazine和imidazo[1,2-a]pyrazine化合物：这些化合物可以制备为药物组合物，可以用于预防和治疗哺乳动物包括人类的各种疾病，例如但不限于疼痛、炎症等。
• WO2008/134035
  申请人：——

  公开号：——

  公开（公告）日：——
• Preparation of (6R)- and (6S)-(1R,4R)-6-Methyl-2-(p-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptanes, Intermediates in a Synthesis of New Quinolones
  作者：Philippe Remuzon、Daniel Bouzard、Christian Dussy、Jean-Pierre Jacquet、Massoud Massoudi

  DOI：10.3987/com-91-5925

  日期：——

  An efficient chiral synthesis of both diastereoisomers (2a) and (2b) was performed using trans-4-hydroxy-L-proline as starting material. These bridged piperazines were used in the preparation of quinolones.