(2S)-acetylaminopropionic acid 2-{1-[(4S)-((2S)-acetylaminopropionyloxymethyl)-(5S)-phenyl-4,5-dihydrooxazol-2-yl]-1-methylethyl}-(5S)-phenyl-4,5-dihydrooxazol-(4S)-ylmethyl ester

• 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: (2S)-acetylaminopropionic acid 2-{1-[(4S)-((2S)-acetylaminopropionyloxymethyl)-(5S)-phenyl-4,5-dihydrooxazol-2-yl]-1-methylethyl}-(5S)-phenyl-4,5-dihydrooxazol-(4S)-ylmethyl ester
• 英文别名: [(4S,5S)-2-[2-[(4S,5S)-4-[[(2S)-2-acetamidopropanoyl]oxymethyl]-5-phenyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl]-5-phenyl-4,5-dihydro-1,3-oxazol-4-yl]methyl (2S)-2-acetamidopropanoate
• 化学式: C₃₃H₄₀N₄O₈
• 分子量: 620.703
• InChiKey: UMXIYNZMTXCAQQ-BLPWRAMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  45
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  154
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (1S,2S)-(+)-2-氨基-1-苯基-1,3-丙二醇 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 zinc(II) chloride 作用下， 以 二氯甲烷 、 氯苯 为溶剂， 反应 24.0h， 生成 (2S)-acetylaminopropionic acid 2-{1-[(4S)-((2S)-acetylaminopropionyloxymethyl)-(5S)-phenyl-4,5-dihydrooxazol-2-yl]-1-methylethyl}-(5S)-phenyl-4,5-dihydrooxazol-(4S)-ylmethyl ester
  参考文献：
  名称：

  New bis(oxazoline) ligands with secondary binding sites for the asymmetric cyclopropanation of furans

  摘要：

  The diastereo- and enantioselective cyclopropanation of furans was achieved in up to 91% ee using a new set of chiral bis(oxazoline) ligands that are able to use secondary binding sites to enhance selectivity. In contrast, with substrates such as styrene and N-Boc-pyrrole, with which no secondary interactions with the ligands can occur, only moderate selectivities (<50% ee) were achieved. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00094-6

文献信息

• New bis(oxazoline) ligands with secondary binding sites for the asymmetric cyclopropanation of furans
  作者：Marina Schinnerl、Claudius Böhm、Michael Seitz、Oliver Reiser

  DOI：10.1016/s0957-4166(03)00094-6

  日期：2003.4

  The diastereo- and enantioselective cyclopropanation of furans was achieved in up to 91% ee using a new set of chiral bis(oxazoline) ligands that are able to use secondary binding sites to enhance selectivity. In contrast, with substrates such as styrene and N-Boc-pyrrole, with which no secondary interactions with the ligands can occur, only moderate selectivities (<50% ee) were achieved. (C) 2003 Elsevier Science Ltd. All rights reserved.