(S)-N1-(2-(2-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)phenyl)-N2-(3,5-dimethylphenyl)oxalamide | 1358742-29-6

• 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: (S)-N1-(2-(2-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)phenyl)-N2-(3,5-dimethylphenyl)oxalamide
• 英文别名: N-[2-[(2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-1-yl]phenyl]-N'-(3,5-dimethylphenyl)oxamide
• CAS: 1358742-29-6
• 化学式: C₂₇H₃₉N₃O₃Si
• 分子量: 481.71
• InChiKey: BOVQTXUIEYMLQF-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.87
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-N1-(2-(2-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)phenyl)-N2-(3,5-dimethylphenyl)oxalamide 在 lithium aluminium tetrahydride 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (S)-N1-(3,5-dimethylphenyl)-N2-(2-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)ethane-1,2-diamine
  参考文献：
  名称：

  Synthesis of amino acid derived imidazolidinium salts as new NHC precatalysts

  摘要：

  The preparation of new chiral symmetrically and unsymmetrically N,N'-disubstituted imidazolium based NHC salts Ib, IIb, IIIa-c and IVc-h from the amino acids L-proline and L-phenylalanine, is reported. Some preliminary tests have been carried out, demonstrating that the chiral NHCs give chiral induction in organometallic catalysis and can be used as organocatalysts. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.11.015
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 咪唑 、 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 20.0 ℃ 、506.66 kPa 条件下， 反应 7.0h， 生成 (S)-N1-(2-(2-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-1-yl)phenyl)-N2-(3,5-dimethylphenyl)oxalamide
  参考文献：
  名称：

  Synthesis of amino acid derived imidazolidinium salts as new NHC precatalysts

  摘要：

  The preparation of new chiral symmetrically and unsymmetrically N,N'-disubstituted imidazolium based NHC salts Ib, IIb, IIIa-c and IVc-h from the amino acids L-proline and L-phenylalanine, is reported. Some preliminary tests have been carried out, demonstrating that the chiral NHCs give chiral induction in organometallic catalysis and can be used as organocatalysts. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.11.015

文献信息

• Synthesis of amino acid derived imidazolidinium salts as new NHC precatalysts
  作者：Ragnhild B. Strand、Trygve Helgerud、Tina Solvang、Christian A. Sperger、Anne Fiksdahl

  DOI：10.1016/j.tetasy.2011.11.015

  日期：2011.12

  The preparation of new chiral symmetrically and unsymmetrically N,N'-disubstituted imidazolium based NHC salts Ib, IIb, IIIa-c and IVc-h from the amino acids L-proline and L-phenylalanine, is reported. Some preliminary tests have been carried out, demonstrating that the chiral NHCs give chiral induction in organometallic catalysis and can be used as organocatalysts. (C) 2011 Elsevier Ltd. All rights reserved.