2-[bis[2-[[(2S)-1-hydroxy-3-methylbutan-2-yl]amino]-2-oxoethyl]amino]-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]acetamide | 174745-60-9

• 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: 2-[bis[2-[[(2S)-1-hydroxy-3-methylbutan-2-yl]amino]-2-oxoethyl]amino]-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]acetamide
• CAS: 174745-60-9
• 化学式: C₂₁H₄₂N₄O₆
• 分子量: 446.588
• InChiKey: WTIVNIFDHHYPSZ-KZNAEPCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  31
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  151
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[bis[2-[[(2S)-1-hydroxy-3-methylbutan-2-yl]amino]-2-oxoethyl]amino]-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]acetamide 在 四氯化碳 、 三乙胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以24%的产率得到N,N,N-tris<((3S)-isopropyl-2-oxazolin-2-yl)methyl>amine
  参考文献：
  名称：

  Enantioselective allylic oxidation of cycloalkenes by using Cu(II)-tris(oxazoline) complex as a catalyst

  摘要：

  Optically active copper(II)-tris(oxazoline) complex that was synthesized as a model compound of the active site of non-heme oxygenase, was found to catalyze allylic oxidation of cycloalkenes to give the corresponding 2-cycloalkenyl benzoates with moderate to excellent enantioselectivity (up to 93% ee) under the Kharash-Sosnovsky reaction conditions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00322-0
• 作为产物：
  描述：

  次氮基三乙酸 在 N-甲基吗啉 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 53.0h， 生成 2-[bis[2-[[(2S)-1-hydroxy-3-methylbutan-2-yl]amino]-2-oxoethyl]amino]-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]acetamide
  参考文献：
  名称：

  C₃ Symmetric oxazolinyl ligand as catalyst in the enantioselective addition of diethylzinc to aldehydes

  摘要：

  C3对称的噁唑啉配体1已合成。化合物1催化二乙基锌加到芳香醛，生成具有高对映选择性（高达90%）的二级醇。关键词：二乙基锌，对映选择性合成，C3对称配体，对映选择性加成反应，噁唑啉配体。

  DOI：

  10.1139/v97-076

文献信息

• Synthesis of novel C3 symmetric tris(thiazoline) ligands and their application in the allylic oxidation reaction
  作者：Xue-Ming Cheng、Zhong-Bo Zheng、Nan Li、Zhao-Hai Qin、Bin Fu、Neng-Dong Wang

  DOI：10.1016/j.tetasy.2008.08.028

  日期：2008.9

  A series of novel C-3 symmetric tris(thiazoline) ligands were synthesized from trimethyl nitrilotriacetate and an enantiomerically pure amino alcohol via an efficient route. Compound 7a showed moderate to good catalytic enantioselectivity for the asymmetric allylic oxidation of cycloalkenes. (C) 2008 Elsevier Ltd. All rights reserved.
• Enantioselective allylic oxidation of cycloalkenes by using Cu(II)-tris(oxazoline) complex as a catalyst
  作者：Ken-ichi Kawasaki、Tsutomu Katsuki

  DOI：10.1016/s0040-4020(97)00322-0

  日期：1997.5

  Optically active copper(II)-tris(oxazoline) complex that was synthesized as a model compound of the active site of non-heme oxygenase, was found to catalyze allylic oxidation of cycloalkenes to give the corresponding 2-cycloalkenyl benzoates with moderate to excellent enantioselectivity (up to 93% ee) under the Kharash-Sosnovsky reaction conditions. (C) 1997 Elsevier Science Ltd.
• <i>C</i>₃ Symmetric oxazolinyl ligand as catalyst in the enantioselective addition of diethylzinc to aldehydes
  作者：T.H. Chan、G.Z. Zheng

  DOI：10.1139/v97-076

  日期：1997.6.1

  The C₃ symmetric oxazolinyl ligand 1 has been synthesized. Compound 1 catalyzed the addition of diethylzinc to aromatic aldehydes to give secondary alcohols with high enantiomeric excesses (up to 90%). Keywords: diethylzinc, enantioselective synthesis, C₃ symmetric ligands, enantioselective addition reactions, oxazolinyl ligands.

  C3对称的噁唑啉配体1已合成。化合物1催化二乙基锌加到芳香醛，生成具有高对映选择性（高达90%）的二级醇。关键词：二乙基锌，对映选择性合成，C3对称配体，对映选择性加成反应，噁唑啉配体。