(R,R)-N,N'-di(tert-butoxycarbonyl)-1-(p-hydroxyphenyl)-2-[p-(p-vinylbenzyloxy)phenyl]-1,2-diaminoethane | 1013121-87-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (R,R)-N,N'-di(tert-butoxycarbonyl)-1-(p-hydroxyphenyl)-2-[p-(p-vinylbenzyloxy)phenyl]-1,2-diaminoethane
• 英文别名: tert-butyl N-[(1R,2R)-1-[4-[(4-ethenylphenyl)methoxy]phenyl]-2-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]carbamate
• CAS: 1013121-87-3
• 化学式: C₃₃H₄₀N₂O₆
• 分子量: 560.69
• InChiKey: JQMBJFXLROGGMM-FQLXRVMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R,R)-N,N'-di(tert-butoxycarbonyl)-1-(p-hydroxyphenyl)-2-[p-(p-vinylbenzyloxy)phenyl]-1,2-diaminoethane 、 溴甲苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以0.41 g的产率得到tert-butyl N-[(1R,2R)-1-[4-[(4-ethenylphenyl)methoxy]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(4-phenylmethoxyphenyl)ethyl]carbamate
  参考文献：
  名称：

  Preparation of a polymer-supported chiral 1,2-diamine and its application to the asymmetric hydrogenation of aromatic ketones

  摘要：

  Polymer-supported chiral 1,2-diamines were prepared by two methods including (1) chemical modification of a Merrifield-type resin with a chiral 1,2-diamine and (2) polymerization of a 1,2-diamine monomer. The polymeric complex formed by the polymer-supported 1,2-diamine and RUCl2-BINAP was used for the asymmetric hydrogenation of aromatic ketones to afford the corresponding secondary alcohols in quantitative yields with high enantioselectivities up to 99% ee in the asymmetric hydrogenation. The polymeric catalyst could be reused many times without any loss of activity or enantioselectivity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.12.002
• 作为产物：
  描述：

  (R,R)-N,N'-di(tert-butoxycarbonyl)-1,2-bis(p-hydroxyphenyl)-1,2-diaminoethane 、 4-氯甲基苯乙烯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以44%的产率得到(R,R)-N,N'-di(tert-butoxycarbonyl)-1-(p-hydroxyphenyl)-2-[p-(p-vinylbenzyloxy)phenyl]-1,2-diaminoethane
  参考文献：
  名称：

  Preparation of a polymer-supported chiral 1,2-diamine and its application to the asymmetric hydrogenation of aromatic ketones

  摘要：

  Polymer-supported chiral 1,2-diamines were prepared by two methods including (1) chemical modification of a Merrifield-type resin with a chiral 1,2-diamine and (2) polymerization of a 1,2-diamine monomer. The polymeric complex formed by the polymer-supported 1,2-diamine and RUCl2-BINAP was used for the asymmetric hydrogenation of aromatic ketones to afford the corresponding secondary alcohols in quantitative yields with high enantioselectivities up to 99% ee in the asymmetric hydrogenation. The polymeric catalyst could be reused many times without any loss of activity or enantioselectivity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.12.002

文献信息

• Preparation of a polymer-supported chiral 1,2-diamine and its application to the asymmetric hydrogenation of aromatic ketones
  作者：Miyuki Takahashi、Naoki Haraguchi、Shinichi Itsuno

  DOI：10.1016/j.tetasy.2007.12.002

  日期：2008.1

  Polymer-supported chiral 1,2-diamines were prepared by two methods including (1) chemical modification of a Merrifield-type resin with a chiral 1,2-diamine and (2) polymerization of a 1,2-diamine monomer. The polymeric complex formed by the polymer-supported 1,2-diamine and RUCl2-BINAP was used for the asymmetric hydrogenation of aromatic ketones to afford the corresponding secondary alcohols in quantitative yields with high enantioselectivities up to 99% ee in the asymmetric hydrogenation. The polymeric catalyst could be reused many times without any loss of activity or enantioselectivity. (c) 2007 Elsevier Ltd. All rights reserved.