(Z,Z)-4-{5-[2-[(benzyloxycarbonyl)amino]-2-(methoxycarbonyl)ethenyl]-2-methoxyphenoxy}-1-{2-[(tert-butyloxycarbonyl)amino]-2-[[2-(trimethylsilyl)ethoxy]carbonyl]ethenyl}benzene | 247167-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z,Z)-4-{5-[2-[(benzyloxycarbonyl)amino]-2-(methoxycarbonyl)ethenyl]-2-methoxyphenoxy}-1-{2-[(tert-butyloxycarbonyl)amino]-2-[[2-(trimethylsilyl)ethoxy]carbonyl]ethenyl}benzene
• 英文别名: methyl (Z)-3-[4-[2-methoxy-5-[(Z)-3-oxo-2-(phenylmethoxycarbonylamino)-3-(2-trimethylsilylethoxy)prop-1-enyl]phenoxy]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]prop-2-enoate
• CAS: 247167-35-7
• 化学式: C₃₈H₄₆N₂O₁₀Si
• 分子量: 718.876
• InChiKey: HVFFPFQAQLOTPR-USBDYYCYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.67
• 重原子数：
  51
• 可旋转键数：
  19
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  148
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (Z,Z)-4-{5-[2-[(benzyloxycarbonyl)amino]-2-(methoxycarbonyl)ethenyl]-2-methoxyphenoxy}-1-{2-[(tert-butyloxycarbonyl)amino]-2-[[2-(trimethylsilyl)ethoxy]carbonyl]ethenyl}benzene 在 bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate (S,S)-Et-DuPHOS 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、506.62 kPa 条件下， 反应 72.0h， 生成 (S)-N-[tert-butyloxycarbonyl]-O-[5-[2-[[(phenylmethoxy)carbonyl]amino]-2-[[2-(trimethylsilyl)ethoxy]carbonyl]ethyl]-2-methoxyphenyl]-L-tyrosine methyl ester 、 methyl 3-[4-[2-methoxy-5-[3-oxo-2-(phenylmethoxycarbonylamino)-3-(2-trimethylsilylethoxy)propyl]phenoxy]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  参考文献：
  名称：

  Efficient stereoselective preparation of protected isodityrosines

  摘要：

  A method for stereoselective preparation of isodityrosines with identical and orthogonal protecting groups is reported. The isodityrosines holding identical protecting groups were prepared from isovaniline in a three step procedure, in 50-64 % yield (> 98% ee, 84-96% de). Isodityrosine holding four orthogonal groups was prepared in four steps from isovaniline in 20 % total yield (> 98% ee, 87% de). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00576-1
• 作为产物：
  描述：

  2-叔丁氧羰基氨基丙烯酸甲酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (Z,Z)-4-{5-[2-[(benzyloxycarbonyl)amino]-2-(methoxycarbonyl)ethenyl]-2-methoxyphenoxy}-1-{2-[(tert-butyloxycarbonyl)amino]-2-[[2-(trimethylsilyl)ethoxy]carbonyl]ethenyl}benzene
  参考文献：
  名称：

  Efficient stereoselective preparation of protected isodityrosines

  摘要：

  A method for stereoselective preparation of isodityrosines with identical and orthogonal protecting groups is reported. The isodityrosines holding identical protecting groups were prepared from isovaniline in a three step procedure, in 50-64 % yield (> 98% ee, 84-96% de). Isodityrosine holding four orthogonal groups was prepared in four steps from isovaniline in 20 % total yield (> 98% ee, 87% de). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00576-1

文献信息

• Efficient stereoselective preparation of protected isodityrosines
  作者：Kåre B. Jørgensen、Odd R. Gautun

  DOI：10.1016/s0040-4020(99)00576-1

  日期：1999.8

  A method for stereoselective preparation of isodityrosines with identical and orthogonal protecting groups is reported. The isodityrosines holding identical protecting groups were prepared from isovaniline in a three step procedure, in 50-64 % yield (> 98% ee, 84-96% de). Isodityrosine holding four orthogonal groups was prepared in four steps from isovaniline in 20 % total yield (> 98% ee, 87% de). (C) 1999 Elsevier Science Ltd. All rights reserved.