17-(ethoxycarbonyl)tetrabenzofluorene | 139746-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 17-(ethoxycarbonyl)tetrabenzofluorene
• 英文别名: Ethyl heptacyclo[15.12.0.02,15.03,8.09,14.018,23.024,29]nonacosa-1(17),2(15),3,5,7,9,11,13,18,20,22,24,26,28-tetradecaene-16-carboxylate
• CAS: 139746-31-9
• 化学式: C₃₂H₂₂O₂
• 分子量: 438.525
• InChiKey: ZIBZGYXFVKMUKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  17-(ethoxycarbonyl)tetrabenzofluorene 在 二异丁基氢化铝 、 N,N-二甲基苯胺 作用下， 以 二氯甲烷 为溶剂， 生成 17-Tetrabenzo(a,c,g,i)fluorenylmethyl chloroformate
  参考文献：
  名称：

  Affinity purification of synthetic peptides and proteins on porous graphitised carbon

  摘要：

  The affinity of the Tbfmoc group for porous graphitised carbon has been exploited for the purification of synthetic peptides containing up to 85 amino acids. The hydrophobicity of the group has also been used to simplify peptide purification by HPLC.

  DOI：

  10.1016/s0040-4039(00)61617-9
• 作为产物：
  描述：

  ethyl (bis-phenanthren-9-yl)glycolate 在 PPA 作用下， 生成 17-(ethoxycarbonyl)tetrabenzofluorene
  参考文献：
  名称：

  在基于亲和力-N设计α -氨基保护基团的肽合成：tetrabenzo [A，C，G，I]芴基-17-甲基氨基甲酸酯（Tbfmoc）

  摘要：

  阿新的N- α -氨基保护基团（Tbfmoc）已被设计为允许选择性地吸附到多孔石墨化碳，因此允许N个分离容易α -acetylated截短肽作为固相肽合成的杂质产生的。

  DOI：

  10.1016/s0040-4039(00)74138-4

文献信息

• Affinity purification of synthetic peptides and proteins on porous graphitised carbon
  作者：Angus R. Brown、Stephen L. Irving、Robert Ramage

  DOI：10.1016/s0040-4039(00)61617-9

  日期：1993.10

  The affinity of the Tbfmoc group for porous graphitised carbon has been exploited for the purification of synthetic peptides containing up to 85 amino acids. The hydrophobicity of the group has also been used to simplify peptide purification by HPLC.
• Design on an affinity-based Nα-amino protecting group for peptide synthesis: tetrabenzo[a,c,g,i]fluorenyl-17-methyl urethanes (Tbfmoc)
  作者：Robert Ramage、Gilles Raphy

  DOI：10.1016/s0040-4039(00)74138-4

  日期：1992.1

  (Tbfmoc) has been designed to allow selective adsorption to porous graphitised carbon, thus allowing facile separation of Nα-acetylated truncated peptides generated as impurities in solid phase peptide synthesis.

  阿新的N- α -氨基保护基团（Tbfmoc）已被设计为允许选择性地吸附到多孔石墨化碳，因此允许N个分离容易α -acetylated截短肽作为固相肽合成的杂质产生的。
• (17-Tetrabenzo[a,c,g,i]fluorenyl)methylchloroformate (TbfmocCl) a Reagent for the Rapid and Efficient Purification of Synthetic Peptides and Proteins
  作者：Angus R. Brown、Stephen L. Irving、Robert Ramage、Gilles Raphy

  DOI：10.1016/0040-4020(95)00743-r

  日期：1995.10

  The optimised synthesis of 17-tetrabenzo[a,c,g,i]fluorenylmethylchloroformate (TbfmocCl) and its use a reagent for the rapid and efficient purification of synthetic polypeptides is reported. Incorporation of the Tbfmoc group onto the N-terminus of resin bound peptides allows purification of the cleaved labelled peptide either by affinity binding to porous graphitised carbon or as a hydrophobic chromatographic probe to simplify HPLC purification of peptides and small proteins.