(R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester | 205063-97-4

• 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: (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester
• 英文别名: methyl (2R)-3-[3-[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxo-3-phenylmethoxypropyl]phenyl]-2-(2-trimethylsilylethoxycarbonylamino)propanoate
• CAS: 205063-97-4
• 化学式: C₃₁H₄₄N₂O₈Si
• 分子量: 600.784
• InChiKey: SCBYXGNZELOSAT-CLJLJLNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.01
• 重原子数：
  42
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic acid benzyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (R)-3-[3-((S)-2-Amino-2-methoxycarbonyl-ethyl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid benzyl ester 、 (S)-3-[3-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenyl]-2-tert-butoxycarbonylamino-propionic 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
• 作为产物：
  描述：

  (E)-3-(3-Bromo-phenyl)-2-tert-butoxycarbonylamino-acrylic acid benzyl ester 在 ⁺Otf^- palladium diacetate 、 四丁基氯化铵 、 氢气 、 碳酸氢钠 、 对苯二酚 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0~90.0 ℃ 、273.58 kPa 条件下， 反应 19.5h， 生成 (R)-2-tert-Butoxycarbonylamino-3-{3-[(R)-2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-phenyl}-propionic 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