(Z)-4-(5-formyl-2-methoxyphenoxy)-1-{2-[(tert-butyloxycarbonyl)amino]-2-(methoxycarbonyl)ethenyl}benzene | 247167-34-6

• 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)-4-(5-formyl-2-methoxyphenoxy)-1-{2-[(tert-butyloxycarbonyl)amino]-2-(methoxycarbonyl)ethenyl}benzene
• 英文别名: methyl (Z)-3-[4-(5-formyl-2-methoxyphenoxy)phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]prop-2-enoate
• CAS: 247167-34-6
• 化学式: C₂₃H₂₅NO₇
• 分子量: 427.454
• InChiKey: APIIWVONXFWFHW-PDGQHHTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (Z)-4-(5-formyl-2-methoxyphenoxy)-1-{2-[(tert-butyloxycarbonyl)amino]-2-(methoxycarbonyl)ethenyl}benzene 在 bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 (-)-1,2-双((2R,5R)-2,5-二乙磷酰亚基)苯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、506.62 kPa 条件下， 反应 74.0h， 生成 (R)-N-[tert-butyloxycarbonyl]-O-[5-[2-[[(phenylmethoxy)carbonyl]amino]-2-[[2-(trimethylsilyl)ethoxy]carbonyl]ethyl]-2-methoxyphenyl]-D-tyrosine methyl ester
  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：

  异香兰素 在 potassium carbonate 、 copper(II) oxide 作用下， 以 吡啶 为溶剂， 生成 (Z)-4-(5-formyl-2-methoxyphenoxy)-1-{2-[(tert-butyloxycarbonyl)amino]-2-(methoxycarbonyl)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.