9H-fluoren-9-ylmethyl N-[(3R)-3-[(3S,6S,9S,11R,15S,18S,20R,24S,25S,26S)-18-amino-11,20,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-3-yl]-3-hydroxypropyl]-N-(1,3-dihydroxypropan-2-yl)carbamate | 810686-55-6

• 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: 9H-fluoren-9-ylmethyl N-[(3R)-3-[(3S,6S,9S,11R,15S,18S,20R,24S,25S,26S)-18-amino-11,20,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-3-yl]-3-hydroxypropyl]-N-(1,3-dihydroxypropan-2-yl)carbamate
• CAS: 810686-55-6
• 化学式: C₅₄H₇₂N₈O₁₈
• 分子量: 1121.21
• InChiKey: FCMGJXVSMCODBN-SSXPARJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  80
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  404
• 氢给体数：
  14
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  (1r,4r)-4-(5-(4-(4-cyclohexyl-4-methoxypiperidin-1-yl)phenyl)-1,3,4-thiadiazol-2-yl)cyclohexane-1-carbaldehyde 、 9H-fluoren-9-ylmethyl N-[(3R)-3-[(3S,6S,9S,11R,15S,18S,20R,24S,25S,26S)-18-amino-11,20,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-3-yl]-3-hydroxypropyl]-N-(1,3-dihydroxypropan-2-yl)carbamate 在 sodium cyanoborohydride 作用下， 以 甲醇 、 氯仿 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and antifungal activity of ASP9726, a novel echinocandin with potent Aspergillus hyphal growth inhibition

  摘要：

  The synthesis and antifungal activity of ASP9726, a novel echinocandin with potent Aspergillus hyphal growth inhibition and significantly improved MIC against Candida parapsilosis and echinocandin resistant-Candida is described. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.116
• 作为产物：
  描述：

  tert-butyl N-[(3S,6S,9S,11R,15S,18S,20R,24S,25S,26S)-3-[(1R)-3-(1,3-dihydroxypropan-2-ylamino)-1-hydroxypropyl]-11,20,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]carbamate 在 三乙基硅烷 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 9H-fluoren-9-ylmethyl N-[(3R)-3-[(3S,6S,9S,11R,15S,18S,20R,24S,25S,26S)-18-amino-11,20,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-3-yl]-3-hydroxypropyl]-N-(1,3-dihydroxypropan-2-yl)carbamate
  参考文献：
  名称：

  Synthesis and antifungal activity of ASP9726, a novel echinocandin with potent Aspergillus hyphal growth inhibition

  摘要：

  The synthesis and antifungal activity of ASP9726, a novel echinocandin with potent Aspergillus hyphal growth inhibition and significantly improved MIC against Candida parapsilosis and echinocandin resistant-Candida is described. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.116

文献信息

• Synthesis and antifungal activity of ASP9726, a novel echinocandin with potent Aspergillus hyphal growth inhibition
  作者：Hiroshi Morikawa、Masaki Tomishima、Natsuko Kayakiri、Takanobu Araki、David Barrett、Souichirou Akamatsu、Satoru Matsumoto、Satoko Uchida、Toru Nakai、Shinobu Takeda、Katsuyuki Maki

  DOI：10.1016/j.bmcl.2013.12.116

  日期：2014.2

  The synthesis and antifungal activity of ASP9726, a novel echinocandin with potent Aspergillus hyphal growth inhibition and significantly improved MIC against Candida parapsilosis and echinocandin resistant-Candida is described. (C) 2014 Elsevier Ltd. All rights reserved.