(2-Iodo-5-nitro-benzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester | 250684-77-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2-Iodo-5-nitro-benzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS: 250684-77-6
• 化学式: C₂₂H₁₇IN₂O₄
• 分子量: 500.292
• InChiKey: WIGPZWBBMHWXGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  81.47
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2-Iodo-5-nitro-benzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester 在 氯化铵 、 锌 作用下， 以 乙二醇甲醚 为溶剂， 以95%的产率得到(5-Amino-2-iodo-benzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  α,α-Difluorophosphonomethyl azobenzene derivatives as photo-regulated phosphoamino acid analogs. 1. Design and synthesis

  摘要：

  A series of novel, photoregulated phosphoamino acid analogs based on an azobenzene core bearing an alpha,alpha-difluoromethylphosphonate as a hydrolytically stable phosphate isostere have been prepared with N-Fmoc protection for use in peptide synthesis. Classes of reagents analogous to both phosphotyrosine and phosphoserine/threonine were prepared by a common route employing a nitrosoarene/aniline condensation to form the azo linkage and the Cu(I)promoted coupling of an iodoarene with (diethylphosphono)difluoromethyl cadmium bromide (Burton's method) to introduce the phosphonate moiety. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01400-8
• 作为产物：
  描述：

  氯甲酸-9-芴基甲酯 、 2-Iodo-5-nitro-benzylamine 在 二乙基异丙基胺 作用下， 以 四氢呋喃 为溶剂， 以82%的产率得到(2-Iodo-5-nitro-benzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  α,α-Difluorophosphonomethyl azobenzene derivatives as photo-regulated phosphoamino acid analogs. 1. Design and synthesis

  摘要：

  A series of novel, photoregulated phosphoamino acid analogs based on an azobenzene core bearing an alpha,alpha-difluoromethylphosphonate as a hydrolytically stable phosphate isostere have been prepared with N-Fmoc protection for use in peptide synthesis. Classes of reagents analogous to both phosphotyrosine and phosphoserine/threonine were prepared by a common route employing a nitrosoarene/aniline condensation to form the azo linkage and the Cu(I)promoted coupling of an iodoarene with (diethylphosphono)difluoromethyl cadmium bromide (Burton's method) to introduce the phosphonate moiety. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01400-8