ethyl (2S,3R,4S)-1-(4-tolylsulfonyl)-3-methyl-4-hydroxy-2-pyrrolidinecarboxylate

• 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: ethyl (2S,3R,4S)-1-(4-tolylsulfonyl)-3-methyl-4-hydroxy-2-pyrrolidinecarboxylate
• 英文别名: (2S,3R,4S)-1-(4-toluenesulfonyl)-3-methyl-4-hydroxy-2-pyrrolidinecarboxylic acid ethyl ester；ethyl (2S,3R,4S)-4-hydroxy-3-methyl-1-(4-methylphenyl)sulfonylpyrrolidine-2-carboxylate
• 化学式: C₁₅H₂₁NO₅S
• 分子量: 327.401
• InChiKey: CXSBMQJRSKSWJK-YUTCNCBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  92.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl (2S,3R,4S)-1-(4-tolylsulfonyl)-3-methyl-4-hydroxy-2-pyrrolidinecarboxylate 、 ethyl (2R,3R,4S)-1-(4-tolylsulfonyl)-3-methyl-4-hydroxy-2-pyrrolidinecarboxylate 以63%的产率得到
  参考文献：
  名称：

  Remuzon P., Bouzard D., Clemencin C., Dussy C., Jacquet J. P., Fung-Tomc +, Eur. J. Med. Chem, 28 (1993) N 6, S 455-461

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (2R,3R,4S)-1-(benzyloxycarbonyl)-3-methyl-4-hydroxy-2-pyrrolidinecarboxylate 、 ethyl (2S,3R,4S)-1-(benzyloxycarbonyl)-3-methyl-4-hydroxy-2-pyrrolidinecarboxylate 、 ethyl (2R,3R,4S)-1-(benzyloxycarbonyl)-3-hydroxy-4-methyl-2-pyrrolidinecarboxylate 、 对甲苯磺酰氯 生成 ethyl (2S,3R,4S)-1-(4-tolylsulfonyl)-3-methyl-4-hydroxy-2-pyrrolidinecarboxylate
  参考文献：
  名称：

  Remuzon P., Bouzard D., Clemencin C., Dussy C., Jacquet J. P., Fung-Tomc +, Eur. J. Med. Chem, 28 (1993) N 6, S 455-461

  摘要：

  DOI：

文献信息

• Synthesis of<i>(1R,4R,7S)-</i>and (1<i>S</i>,4<i>S</i>,7<i>S</i>)-2-(4-tolylsulfonyl)-5-phenyl-methyl-7-methyl-2,5-diazabicyclo[2.2.1]heptanes<i>via</i>regioselective opening of 3,4-epoxy-d-proline with lithium dimethyl cuprate
  作者：Philippe Remuzon、Daniel Bouzard、Claire Clemencin、Christian Dussy、Munir Essiz、Jean-Pierre Jacquet、Jean Saint-Germain

  DOI：10.1002/jhet.5570300241

  日期：1993.3

  The synthesis of (1S,4S,7S)- and (1R,4R,7S)-2-(4-tolylsulfonyl>5-phenylmethyl-7-rnethyl-2,5-diazabicyclo-[2.2.1]heptanes (20) and (22) from trans 4-hydroxy-L-proline is described.

  （1 S，4 S，7 S）-和（1 R，4 R，7 S）-2-（4-甲苯磺酰基> 5-苯基甲基-7-甲基-2-2，5-二氮杂双环-[2.2]的合成。 1]描述了来自反式4-羟基-L-脯氨酸的庚烷（20）和（22）。
• Synthesis, in vitro and in vivo antibacterial activity of 7-(7-methyl-2,5-diazabicyclo[2.2.1]heptane)naphthyridone derivatives as analogs of BMY 40062
  作者：P Remuzon、D Bouzard、C Clemencin、C Dussy、JP Jacquet、J Fung-Tome、RE Kessler

  DOI：10.1016/0223-5234(93)90013-5

  日期：1993.1

  The synthesis and the antimicrobial activities of chiral (1R,4R,7S)- and (1S,4S,7S)-[7-methyl-2,5-diazabicyclo[2.2.1]-heptan-2-yl] analogs of BMY 40062 are reported. The new derivatives have been found to be less active in vitro but as active in vivo (im) than BMY 40062. The IR,4R,7S substituent seems promising for the design of powerful new antibiotics.
• Remuzon P., Bouzard D., Clemencin C., Dussy C., Jacquet J. P., Fung-Tomc +, Eur. J. Med. Chem, 28 (1993) N 6, S 455-461
  作者：Remuzon P., Bouzard D., Clemencin C., Dussy C., Jacquet J. P., Fung-Tomc +

  DOI：——

  日期：——