tert-butyl (2S,4R)-4-[[(1R,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]methoxy]-2-methylpyrrolidine-1-carboxylate | 477293-54-2

• 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-[[(1R,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]methoxy]-2-methylpyrrolidine-1-carboxylate
• CAS: 477293-54-2
• 化学式: C₃₃H₄₉NO₆
• 分子量: 555.755
• InChiKey: LBZKVLXAJLAPFX-JJDSBWILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 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：
  82.1
• 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-[[(1R,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]methoxy]-2-methylpyrrolidine-1-carboxylate 在 吗啉 、 四(三苯基膦)钯 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (1R,3aR,4S,4aR,7R,7aR,8aS)-4-formyl-3-isopropyl-7-methyl-8a-((((3R,5S)-5-methylpyrrolidin-3-yl)oxy)methyl)-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylic acid
  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：

  sordaricin allyl ester 在 吡啶 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 生成 tert-butyl (2S,4R)-4-[[(1R,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]methoxy]-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