tert-butyl (4S,5R)-4-[[(1S,2R)-1-(4-ethoxycarbonyl-1,3-thiazol-2-yl)-2-hydroxypropyl]carbamoyl]-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate | 596130-75-5

• 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 (4S,5R)-4-[[(1S,2R)-1-(4-ethoxycarbonyl-1,3-thiazol-2-yl)-2-hydroxypropyl]carbamoyl]-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 596130-75-5
• 化学式: C₂₁H₃₃N₃O₇S
• 分子量: 471.575
• InChiKey: WKILEDBKCYOAOO-UXOAXIEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  156
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl (4S,5R)-4-[[(1S,2R)-1-(4-ethoxycarbonyl-1,3-thiazol-2-yl)-2-hydroxypropyl]carbamoyl]-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate 在 N-甲基吗啉 、 盐酸 、 lithium hydroxide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 三氟乙酸 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 为溶剂， 生成 2-((Z)-1-{(2S,3R)-3-Hydroxy-2-[(2-phenyl-thiazole-4-carbonyl)-amino]-butyrylamino}-propenyl)-thiazole-4-carboxylic acid
  参考文献：
  名称：

  Structure-based design of agents targeting the bacterial ribosome

  摘要：

  Rational structure-based drug design has been applied to the antibiotic thiostrepton, in an attempt to overcome some of its limitations. The identification of a proposed binding fragment allowed construction of a number of key fragments, which were derivatised to generate a library of potential antibiotics. These were then evaluated to determine their ability to bind to the L11 binding domain of the prokaryotic ribosome and inhibit bacterial protein translation. (C) 200 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00495-5
• 作为产物：
  描述：

  在 N-甲基吗啉 、 2,6-二甲基吡啶 、 三氟乙酸 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 二氯甲烷 为溶剂， 生成 tert-butyl (4S,5R)-4-[[(1S,2R)-1-(4-ethoxycarbonyl-1,3-thiazol-2-yl)-2-hydroxypropyl]carbamoyl]-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  Structure-based design of agents targeting the bacterial ribosome

  摘要：

  Rational structure-based drug design has been applied to the antibiotic thiostrepton, in an attempt to overcome some of its limitations. The identification of a proposed binding fragment allowed construction of a number of key fragments, which were derivatised to generate a library of potential antibiotics. These were then evaluated to determine their ability to bind to the L11 binding domain of the prokaryotic ribosome and inhibit bacterial protein translation. (C) 200 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00495-5

文献信息

• Structure-based design of agents targeting the bacterial ribosome
  作者：Justin Bower、Martin Drysdale、Richard Hebdon、Allan Jordan、Georg Lentzen、Natalia Matassova、Alastair Murchie、Jenifer Powles、Stephen Roughley

  DOI：10.1016/s0960-894x(03)00495-5

  日期：2003.8

  Rational structure-based drug design has been applied to the antibiotic thiostrepton, in an attempt to overcome some of its limitations. The identification of a proposed binding fragment allowed construction of a number of key fragments, which were derivatised to generate a library of potential antibiotics. These were then evaluated to determine their ability to bind to the L11 binding domain of the prokaryotic ribosome and inhibit bacterial protein translation. (C) 200 Elsevier Ltd. All rights reserved.