烯丙基(2R,3R)-2-羟基-3-甲基戊酸酯 | 1007595-86-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 烯丙基(2R,3R)-2-羟基-3-甲基戊酸酯
• 英文名称: allyl (2R,3R)-2-hydroxy-3-methylpentanoate
• CAS: 1007595-86-9
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: CIZRKQANBJWJFL-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.12
• 重原子数：
  12.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  烯丙基(2R,3R)-2-羟基-3-甲基戊酸酯 、 Fmoc-D-丙氨酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 Pd(PPh3) 、 苯硅烷 作用下， 以 二氯甲烷 为溶剂， 以67%的产率得到(2R,3R)-2-(((((9H-fluoren-9-yl)methoxy)carbonyl)-D-alanyl)oxy)-3-methylpentanoic acid
  参考文献：
  名称：

  Mirror image supramolecular helical tapes formed by the enantiomeric-depsipeptide derivatives of the amyloidogenic peptide amylin(20–29)

  摘要：

  Factors that determine the chirality of supramolecular helical tapes formed by a backbone-modified amylin(20-29) depsipeptide and inverso-depsipeptide, were studied by Fourier transform infrared spectroscopy, circular dichroism and transmission electron microscopy. Although P-sheet propensity was absent in both peptides, it was found that the L-depsipeptide formed left-handed and the enantiomeric D-depsipeptide right-handed helical tapes. Moreover, the backbone-modified depsipeptides, showed a certain degree of cross-recognition between both enantiomers, which might have implications in designing amyloid formation inhibitors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.021
• 作为产物：
  描述：

  2-羟基-3-甲基戊酸 、 3-溴丙烯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以1.34 g的产率得到烯丙基(2R,3R)-2-羟基-3-甲基戊酸酯
  参考文献：
  名称：

  Mirror image supramolecular helical tapes formed by the enantiomeric-depsipeptide derivatives of the amyloidogenic peptide amylin(20–29)

  摘要：

  Factors that determine the chirality of supramolecular helical tapes formed by a backbone-modified amylin(20-29) depsipeptide and inverso-depsipeptide, were studied by Fourier transform infrared spectroscopy, circular dichroism and transmission electron microscopy. Although P-sheet propensity was absent in both peptides, it was found that the L-depsipeptide formed left-handed and the enantiomeric D-depsipeptide right-handed helical tapes. Moreover, the backbone-modified depsipeptides, showed a certain degree of cross-recognition between both enantiomers, which might have implications in designing amyloid formation inhibitors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.021