(Z)-2-tert-Butoxycarbonylamino-3-{4'-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-biphenyl-4-yl}-acrylic acid benzyl ester | 205063-79-2

• 分子结构分类: 有机化合物
• 英文名称: (Z)-2-tert-Butoxycarbonylamino-3-{4'-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-biphenyl-4-yl}-acrylic acid benzyl ester
• CAS: 205063-79-2
• 化学式: C₃₇H₄₄N₂O₈Si
• 分子量: 672.85
• InChiKey: ZLIAAALDTXMDNN-PUHRYQSPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.54
• 重原子数：
  48.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  129.26
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (Z)-2-tert-Butoxycarbonylamino-3-{4'-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-biphenyl-4-yl}-acrylic acid benzyl ester 在 Wilkinson's catalyst 氢气 作用下， 以 乙醇 为溶剂， 50.0 ℃ 、455.96 kPa 条件下， 以67%的产率得到Methyl 3-[4-[4-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxo-3-phenylmethoxypropyl]phenyl]phenyl]-2-(2-trimethylsilylethoxycarbonylamino)propanoate
  参考文献：
  名称：

  Synthesis of optically active arylene bis-alanine derivatives carrying orthogonal protecting groups

  摘要：

  Derivatives of para- and meta-phenylene bis-alanine and related biphenyl systems, carrying four orthogonal protecting groups, were synthesised via combinations of Heck couplings and asymmetric hydrogenations, The intermediate unsaturated arylalanine derivatives were hydrogenated using [Rh(COD)((R,R)-DIPAMP)]+BF4- or [Rh(COD)(Me-DuPHOS)]X-+(-) as catalysts to produce the optically active, protected amino acid derivatives in greater than or equal to 98% e.e. as analysed by chiral phase HPLC. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00014-7
• 作为产物：
  描述：

  4,4-二碘联苯 在 palladium diacetate 、 四丁基氯化铵 、 碳酸氢钠 、 对苯二酚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 (Z)-2-tert-Butoxycarbonylamino-3-{4'-[(Z)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-vinyl]-biphenyl-4-yl}-acrylic acid benzyl ester
  参考文献：
  名称：

  Synthesis of optically active arylene bis-alanine derivatives carrying orthogonal protecting groups

  摘要：

  Derivatives of para- and meta-phenylene bis-alanine and related biphenyl systems, carrying four orthogonal protecting groups, were synthesised via combinations of Heck couplings and asymmetric hydrogenations, The intermediate unsaturated arylalanine derivatives were hydrogenated using [Rh(COD)((R,R)-DIPAMP)]+BF4- or [Rh(COD)(Me-DuPHOS)]X-+(-) as catalysts to produce the optically active, protected amino acid derivatives in greater than or equal to 98% e.e. as analysed by chiral phase HPLC. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00014-7