(2S,4R)-2-(t-butylaminocarbonyl)-4-[3-(t-butylaminocarbonyl)propanoyl]pyrrolidine | 197911-02-7

• 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,4R)-2-(t-butylaminocarbonyl)-4-[3-(t-butylaminocarbonyl)propanoyl]pyrrolidine
• 英文别名: [(3R,5S)-5-(tert-butylcarbamoyl)pyrrolidin-3-yl] 4-(tert-butylamino)-4-oxobutanoate
• CAS: 197911-02-7
• 化学式: C₁₇H₃₁N₃O₄
• 分子量: 341.451
• InChiKey: OFWLQHNZYSVTSF-NEPJUHHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  96.5
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium 、 (2S,4R)-2-(t-butylaminocarbonyl)-4-[3-(t-butylaminocarbonyl)propanoyl]pyrrolidine 以 二氯甲烷 为溶剂， 以82%的产率得到RhCl(1,5-cyclooctadiene)((2S,4R)-2-(t-butylaminocarbonyl)-4-[3-(t-butylaminocarbonyl)propanoyloxy]pyrrolidine)
  参考文献：
  名称：

  Heterogenised catalysts on zeolites. Synthesis of new chiral Rh(I) complexes with (2S,4R)-trans-4-RCOO-2-(t-butylaminocarbonyl) pyrrolidines and (2S,4S)-cis-4-RCONH-2-(t-butylaminocarbonyl) pyrrolidines. Heterogenisation on silica and a USY-zeolite and study of the role of support on their catalytic profile in hydrogenation of olefins

  摘要：

  Novel chiral ligands (2S,4R)-2-(t-butylaminocarbonyl)-4-[3-(alkylaminocarbonyl)propanoyloxy]pyrrolidine and (2S,4S)-cis-4-(alkylaminocarbonylamino)-2-(t-butyl-aminocarbonyl)pyrrolidine (4a,b; 9a,b), (a: alkyl = t-butyl; b: alkyl = 3-triethoxysilylpropyl) and their rhodium complexes were synthesised and characterised. The reactions of [{Rh(cod)Cl}(2)] and [RhCl(PPh3)(3)] with the chiral ligands in the presence of a non-coordinating anion (PF6-) gave the cationic complexes [Rh(L-2)(ligand)][PF6] (L-2 = cod, PPh3). The structures of these complexes were elucidated by elemental analyses, IR spectroscopy and H-1, C-13 and P-31 NMR measurements. The metal complexes bearing a triethoxysilyl group were covalently bonded to silica and modified USY-zeolite and Rh-heterogenised complexes were obtained. A comparative study (homogeneous versus supported) was made for the catalytic activity in hydrogenation reactions. (C) 1997 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00321-5
• 作为产物：
  描述：

  (2S,4R)-1-benzyloxycarbonyl-2-tert-butylaminocarbonyl-4-hydroxypyrrolidine 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氯甲酸乙酯 、 三乙胺 、 环己烯 作用下， 反应 6.0h， 生成 (2S,4R)-2-(t-butylaminocarbonyl)-4-[3-(t-butylaminocarbonyl)propanoyl]pyrrolidine
  参考文献：
  名称：

  Heterogenised catalysts on zeolites. Synthesis of new chiral Rh(I) complexes with (2S,4R)-trans-4-RCOO-2-(t-butylaminocarbonyl) pyrrolidines and (2S,4S)-cis-4-RCONH-2-(t-butylaminocarbonyl) pyrrolidines. Heterogenisation on silica and a USY-zeolite and study of the role of support on their catalytic profile in hydrogenation of olefins

  摘要：

  Novel chiral ligands (2S,4R)-2-(t-butylaminocarbonyl)-4-[3-(alkylaminocarbonyl)propanoyloxy]pyrrolidine and (2S,4S)-cis-4-(alkylaminocarbonylamino)-2-(t-butyl-aminocarbonyl)pyrrolidine (4a,b; 9a,b), (a: alkyl = t-butyl; b: alkyl = 3-triethoxysilylpropyl) and their rhodium complexes were synthesised and characterised. The reactions of [{Rh(cod)Cl}(2)] and [RhCl(PPh3)(3)] with the chiral ligands in the presence of a non-coordinating anion (PF6-) gave the cationic complexes [Rh(L-2)(ligand)][PF6] (L-2 = cod, PPh3). The structures of these complexes were elucidated by elemental analyses, IR spectroscopy and H-1, C-13 and P-31 NMR measurements. The metal complexes bearing a triethoxysilyl group were covalently bonded to silica and modified USY-zeolite and Rh-heterogenised complexes were obtained. A comparative study (homogeneous versus supported) was made for the catalytic activity in hydrogenation reactions. (C) 1997 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00321-5

文献信息

• Heterogenised catalysts on zeolites. Synthesis of new chiral Rh(I) complexes with (2S,4R)-trans-4-RCOO-2-(t-butylaminocarbonyl) pyrrolidines and (2S,4S)-cis-4-RCONH-2-(t-butylaminocarbonyl) pyrrolidines. Heterogenisation on silica and a USY-zeolite and study of the role of support on their catalytic profile in hydrogenation of olefins
  作者：A. Corma、M. Iglesias、F. Mohino、F. Sánchez

  DOI：10.1016/s0022-328x(97)00321-5

  日期：1997.10

  Novel chiral ligands (2S,4R)-2-(t-butylaminocarbonyl)-4-[3-(alkylaminocarbonyl)propanoyloxy]pyrrolidine and (2S,4S)-cis-4-(alkylaminocarbonylamino)-2-(t-butyl-aminocarbonyl)pyrrolidine (4a,b; 9a,b), (a: alkyl = t-butyl; b: alkyl = 3-triethoxysilylpropyl) and their rhodium complexes were synthesised and characterised. The reactions of [Rh(cod)Cl}(2)] and [RhCl(PPh3)(3)] with the chiral ligands in the presence of a non-coordinating anion (PF6-) gave the cationic complexes [Rh(L-2)(ligand)][PF6] (L-2 = cod, PPh3). The structures of these complexes were elucidated by elemental analyses, IR spectroscopy and H-1, C-13 and P-31 NMR measurements. The metal complexes bearing a triethoxysilyl group were covalently bonded to silica and modified USY-zeolite and Rh-heterogenised complexes were obtained. A comparative study (homogeneous versus supported) was made for the catalytic activity in hydrogenation reactions. (C) 1997 Elsevier Science S.A.