[(2R,3R,4S,5S)-5-[[(4aR,6R,7R,8S,8aS)-8-hydroxy-7-(3-methylbutanoyloxy)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-3,4-bis(3-methylbutanoyloxy)-5-(3-methylbutanoyloxymethyl)oxolan-2-yl]methyl 3-methylbutanoate | 498552-71-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: [(2R,3R,4S,5S)-5-[[(4aR,6R,7R,8S,8aS)-8-hydroxy-7-(3-methylbutanoyloxy)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-3,4-bis(3-methylbutanoyloxy)-5-(3-methylbutanoyloxymethyl)oxolan-2-yl]methyl 3-methylbutanoate
• CAS: 498552-71-9
• 化学式: C₄₄H₆₆O₁₆
• 分子量: 850.998
• InChiKey: KUKKRVFEQZTMCM-IISZFUFNSA-N

物化性质

• 沸点：
  820.6±65.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  60
• 可旋转键数：
  25
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  198
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5S)-5-[[(4aR,6R,7R,8S,8aS)-8-hydroxy-7-(3-methylbutanoyloxy)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-3,4-bis(3-methylbutanoyloxy)-5-(3-methylbutanoyloxymethyl)oxolan-2-yl]methyl 3-methylbutanoate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 生成 [(2R,3R,4S,5S)-5-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis(3-methylbutanoyloxy)oxan-2-yl]oxy-3,4-bis(3-methylbutanoyloxy)-5-(3-methylbutanoyloxymethyl)oxolan-2-yl]methyl 3-methylbutanoate
  参考文献：
  名称：

  Facilely accessible multidrug resistance modulator derived from sucrose

  摘要：

  Exploration for new MDR-modulators utilizing atractysucroses as scaffolds disclosed 2,3,4,3,4'-O--pentaisovalerylsucrose (9) as a readily accessible medicinal lead. This lead was prepared from sucrose in 65% total yield for three steps. In addition, compound 9 exhibited more potent MDR modulating activity than verapamil, a representative modulator of MDR mediated by P-gp. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00702-3
• 作为产物：
  描述：

  苯甲醛二甲缩醛 、 1',2,3',4',6'-pentakis-O-(3-methylbutanoyl)-β-D-fructofuranosyl α-D-glucopyranoside 在 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以94%的产率得到[(2R,3R,4S,5S)-5-[[(4aR,6R,7R,8S,8aS)-8-hydroxy-7-(3-methylbutanoyloxy)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-3,4-bis(3-methylbutanoyloxy)-5-(3-methylbutanoyloxymethyl)oxolan-2-yl]methyl 3-methylbutanoate
  参考文献：
  名称：

  Facilely accessible multidrug resistance modulator derived from sucrose

  摘要：

  Exploration for new MDR-modulators utilizing atractysucroses as scaffolds disclosed 2,3,4,3,4'-O--pentaisovalerylsucrose (9) as a readily accessible medicinal lead. This lead was prepared from sucrose in 65% total yield for three steps. In addition, compound 9 exhibited more potent MDR modulating activity than verapamil, a representative modulator of MDR mediated by P-gp. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00702-3

文献信息

• Facilely accessible multidrug resistance modulator derived from sucrose
  作者：Nobutoshi Murakami、Satoru Tamura、Etsuko Iwata、Shunji Aoki、Shin-ichi Akiyama、Motomasa Kobayashi

  DOI：10.1016/s0960-894x(02)00702-3

  日期：2002.11

  Exploration for new MDR-modulators utilizing atractysucroses as scaffolds disclosed 2,3,4,3,4'-O--pentaisovalerylsucrose (9) as a readily accessible medicinal lead. This lead was prepared from sucrose in 65% total yield for three steps. In addition, compound 9 exhibited more potent MDR modulating activity than verapamil, a representative modulator of MDR mediated by P-gp. (C) 2002 Elsevier Science Ltd. All rights reserved.