tert-butyl (2S,4R)-4-[[(1S,2S,4R,5R,8R,9S,11R)-9-formyl-5-methyl-13-propan-2-yl-1-prop-2-enoxycarbonyl-2-tetracyclo[7.4.0.02,11.04,8]tridec-12-enyl]methylsulfanyl]-2-methylpyrrolidine-1-carboxylate | 477293-62-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: tert-butyl (2S,4R)-4-[[(1S,2S,4R,5R,8R,9S,11R)-9-formyl-5-methyl-13-propan-2-yl-1-prop-2-enoxycarbonyl-2-tetracyclo[7.4.0.02,11.04,8]tridec-12-enyl]methylsulfanyl]-2-methylpyrrolidine-1-carboxylate
• CAS: 477293-62-2
• 化学式: C₃₃H₄₉NO₅S
• 分子量: 571.822
• InChiKey: MJRJERICFVFMFB-JJDSBWILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  98.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,4R)-4-[[(1S,2S,4R,5R,8R,9S,11R)-9-formyl-5-methyl-13-propan-2-yl-1-prop-2-enoxycarbonyl-2-tetracyclo[7.4.0.02,11.04,8]tridec-12-enyl]methylsulfanyl]-2-methylpyrrolidine-1-carboxylate 在 potassium carbonate 、 三氟乙酸 、 potassium iodide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 prop-2-enyl (1S,2S,4R,5R,8R,9S,11R)-2-[[(3R,5S)-1-benzyl-5-methylpyrrolidin-3-yl]sulfanylmethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylate
  参考文献：
  名称：

  Synthesis and evaluation of novel pyrrolidinyl sordaricin derivatives as antifungal agents

  摘要：

  N-Benzyl pyrrolidinyl sordaricin derivatives have been synthesized from cis-4-hydroxy-D-proline in a stereocontrolled manner. These compounds maintained moderate antifungal activity against several pathogenic fungal strains. Their MIC values against Candida albicans were in the range of 0.25-2 mug/mL. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00534-6
• 作为产物：
  描述：

  (2S,4R)-4-羟基-2-甲基-吡咯烷-1-甲酸叔丁酯 在 sodium hydroxide 、 sodium methylate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl (2S,4R)-4-[[(1S,2S,4R,5R,8R,9S,11R)-9-formyl-5-methyl-13-propan-2-yl-1-prop-2-enoxycarbonyl-2-tetracyclo[7.4.0.02,11.04,8]tridec-12-enyl]methylsulfanyl]-2-methylpyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis and evaluation of novel pyrrolidinyl sordaricin derivatives as antifungal agents

  摘要：

  N-Benzyl pyrrolidinyl sordaricin derivatives have been synthesized from cis-4-hydroxy-D-proline in a stereocontrolled manner. These compounds maintained moderate antifungal activity against several pathogenic fungal strains. Their MIC values against Candida albicans were in the range of 0.25-2 mug/mL. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00534-6

文献信息

• Synthesis and evaluation of novel pyrrolidinyl sordaricin derivatives as antifungal agents
  作者：Masami Arai、Tamako Harasaki、Takashi Fukuoka、Satoru Kaneko、Toshiyuki Konosu

  DOI：10.1016/s0960-894x(02)00534-6

  日期：2002.10

  N-Benzyl pyrrolidinyl sordaricin derivatives have been synthesized from cis-4-hydroxy-D-proline in a stereocontrolled manner. These compounds maintained moderate antifungal activity against several pathogenic fungal strains. Their MIC values against Candida albicans were in the range of 0.25-2 mug/mL. (C) 2002 Elsevier Science Ltd. All rights reserved.