tert-butyl N-[(3S,6S,9S,11R,15S,18S,24S,26S)-26-azido-11-hydroxy-3,15-bis[(1R)-1-hydroxyethyl]-6-[2-[4-hydroxy-3-[[2-(phenylmethoxycarbonylamino)acetyl]amino]phenyl]ethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]carbamate | 551929-86-3

• 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 N-[(3S,6S,9S,11R,15S,18S,24S,26S)-26-azido-11-hydroxy-3,15-bis[(1R)-1-hydroxyethyl]-6-[2-[4-hydroxy-3-[[2-(phenylmethoxycarbonylamino)acetyl]amino]phenyl]ethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]carbamate
• CAS: 551929-86-3
• 化学式: C₄₈H₆₆N₁₂O₁₅
• 分子量: 1051.12
• InChiKey: IKESBOPPJSZFFB-IKANDYBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  75
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  358
• 氢给体数：
  11
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(3S,6S,9S,11R,15S,18S,24S,26S)-26-azido-11-hydroxy-3,15-bis[(1R)-1-hydroxyethyl]-6-[2-[4-hydroxy-3-[[2-(phenylmethoxycarbonylamino)acetyl]amino]phenyl]ethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]carbamate 在 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 生成
  参考文献：
  名称：

  Discovery, SAR, synthesis, pharmacokinetic and biochemical characterization of A-192411: A novel fungicidal lipopeptide-(I)

  摘要：

  The echinocandin class of cyclic lipopepetides has been simplified to discover potent antifungal compounds. Namely A-192411 shows good in vitro activity against common pathogenic yeasts and has an acceptable safety window in vivo. Discovery, limited SAR, synthesis, biochemical and pharmaco-dynamic profiles of A-192411 are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00978-2
• 作为产物：
  描述：

  2-氯苯甲醚 在 palladium on activated charcoal lithium hydroxide 、 三氯化铝 、 二苯基磷酸 、 氢溴酸 、 氢气 、 碳酸氢钠 、 1-羟基苯并三唑 、 溶剂黄146 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 sodium nitrite 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 tert-butyl N-[(3S,6S,9S,11R,15S,18S,24S,26S)-26-azido-11-hydroxy-3,15-bis[(1R)-1-hydroxyethyl]-6-[2-[4-hydroxy-3-[[2-(phenylmethoxycarbonylamino)acetyl]amino]phenyl]ethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]carbamate
  参考文献：
  名称：

  Discovery, SAR, synthesis, pharmacokinetic and biochemical characterization of A-192411: A novel fungicidal lipopeptide-(I)

  摘要：

  The echinocandin class of cyclic lipopepetides has been simplified to discover potent antifungal compounds. Namely A-192411 shows good in vitro activity against common pathogenic yeasts and has an acceptable safety window in vivo. Discovery, limited SAR, synthesis, biochemical and pharmaco-dynamic profiles of A-192411 are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00978-2

文献信息

• Discovery, SAR, synthesis, pharmacokinetic and biochemical characterization of A-192411: A novel fungicidal lipopeptide-(I)
  作者：Weibo Wang、Qun Li、Lisa Hasvold、Beth Steiner、Daniel A Dickman、Hong Ding、Akyio Clairborne、Hui-Ju Chen、David Frost、Robert C Goldman、Kennan Marsh、Yu-Hua Hui、Brian Cox、Angela Nilius、Darlene Balli、Paul Lartey、Jacob J Plattner、Youssef L Bennani

  DOI：10.1016/s0960-894x(02)00978-2

  日期：2003.2

  The echinocandin class of cyclic lipopepetides has been simplified to discover potent antifungal compounds. Namely A-192411 shows good in vitro activity against common pathogenic yeasts and has an acceptable safety window in vivo. Discovery, limited SAR, synthesis, biochemical and pharmaco-dynamic profiles of A-192411 are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.