N-((S)-1-hydroxy-3-methylbutan-2-yl)-3,4,5-trimethoxybenzamide | 848477-26-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-((S)-1-hydroxy-3-methylbutan-2-yl)-3,4,5-trimethoxybenzamide
• 英文别名: N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-3,4,5-trimethoxybenzamide
• CAS: 848477-26-9
• 化学式: C₁₅H₂₃NO₅
• 分子量: 297.351
• InChiKey: IOAIHVRIIZLEBT-LLVKDONJSA-N

物化性质

• 熔点：
  163-168 °C
• 沸点：
  405.5±45.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  77
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-((S)-1-hydroxy-3-methylbutan-2-yl)-3,4,5-trimethoxybenzamide 在 仲丁基锂 、 氯化铵 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 22.25h， 生成 (S,Z)-2-(1-heptyl-5,6,7-trimethoxyisobenzofuran-3(1H)-ylideneamino)-3-methylbutan-1-ol
  参考文献：
  名称：

  Cytosporone E: racemic synthesis and preliminary antibacterial testing

  摘要：

  The antibiotic cytosporone E (isolated from the broth of the endophytic fungi CR 200 (Cytospora sp.) and CR 146 (Diaporthe sp.)) was synthesized as a racemic mixture. The key step in the synthesis is the Meyers ortho-alkylation of a chiral aromatic oxazoline. Preliminary antibiotic activity shows antibiosis against Gram-positive bacteria but not Gram-negative bacteria as previously reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.018
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲酸 在 锂硼氢 、 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 44.0h， 生成 N-((S)-1-hydroxy-3-methylbutan-2-yl)-3,4,5-trimethoxybenzamide
  参考文献：
  名称：

  Cytosporone E: racemic synthesis and preliminary antibacterial testing

  摘要：

  The antibiotic cytosporone E (isolated from the broth of the endophytic fungi CR 200 (Cytospora sp.) and CR 146 (Diaporthe sp.)) was synthesized as a racemic mixture. The key step in the synthesis is the Meyers ortho-alkylation of a chiral aromatic oxazoline. Preliminary antibiotic activity shows antibiosis against Gram-positive bacteria but not Gram-negative bacteria as previously reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.018

文献信息

• Cytosporone E: racemic synthesis and preliminary antibacterial testing
  作者：Jeffrey D. Hall、Nathan W. Duncan-Gould、Nasar A. Siddiqi、Jennifer N. Kelly、L. Alexis Hoeferlin、Susan J. Morrison、Justin K. Wyatt

  DOI：10.1016/j.bmc.2004.10.018

  日期：2005.2

  The antibiotic cytosporone E (isolated from the broth of the endophytic fungi CR 200 (Cytospora sp.) and CR 146 (Diaporthe sp.)) was synthesized as a racemic mixture. The key step in the synthesis is the Meyers ortho-alkylation of a chiral aromatic oxazoline. Preliminary antibiotic activity shows antibiosis against Gram-positive bacteria but not Gram-negative bacteria as previously reported. (C) 2004 Elsevier Ltd. All rights reserved.