17-Tetrabenzo(a,c,g,i)fluorenylmethyl chloroformate | 139746-34-2

• 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-Tetrabenzo(a,c,g,i)fluorenylmethyl chloroformate
• 英文别名: 16-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-tetradecaenylmethyl carbonochloridate
• CAS: 139746-34-2
• 化学式: C₃₁H₁₉ClO₂
• 分子量: 458.944
• InChiKey: WRLPZPRZJQNUML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.06
• 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-Tetrabenzo(a,c,g,i)fluorenylmethyl chloroformate 在 Hepatitis B surface antigen-resin 、 scavengers 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 生成 alkaline earth salt of/the/ methylsulfuric acid
  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：

  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

文献信息

• 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。
• Protected compound comprising a protective group removably attached to a
  申请人：Rhone-PoulencChimie

  公开号：US05869605A1

  公开（公告）日：1999-02-09

  The protective group having the following formula (I): Ar--L-- (I) wherein Ar represents a substantially planar, fused ring system containing at least 4 aromatic rings, and L represents a group containing at least one carbon atom which is capable of bonding to a group to be protected.

  具有以下式子(I)的保护基团：Ar--L--(I)其中Ar代表一个含有至少四个芳香环的基本平面融合环系统，L代表一个含有至少一个碳原子的基团，该碳原子能够与待保护的基团形成化学键。
• Tbfmoc Methioine: Its Synthesis and Application for the Solid Phase Synthesis and Purification of Ubiquitin C-Hydrazide
  作者：Q. Liu、Z. Jin、N.F. Hu、P. Wang

  DOI：10.14233/ajchem.2013.11915

  日期：——

  The new reagent Tbfmoc-Met-OH is synthesized and used as a building block to replace Fmoc-Met-OH for the solid phase synthesis of ubiquitin C-hydrazide, an unnatural protein containing 76 amino acids and bring the Tbfmoc group into the synthetic product efficiently. The attached Tbfmoc group can provide good help for the product separation and improve the purification efficiency significantly.

  新的试剂TbFmoc-Met-OH被合成并用作构建模块，以取代Fmoc-Met-OH用于泛素C-肼的固相合成，泛素C-肼是一种含有76个氨基酸的非天然蛋白质，并将Tbfmoc基团有效地引入合成产物中。所附的Tbfmoc基团可以为产品分离提供很好的帮助，并显著提高纯化效率。
• Protective group, compound protected by said group and device for grafting the protective group on the compound to protect it
  申请人：Rhodia Chimie

  公开号：US06359113B1

  公开（公告）日：2002-03-19

  The protective group having the following formula (I): Ar—L—  (I) wherein Ar represents a substantially planar, fused ring system containing at least 4 aromatic rings, and L represents a group containing at least one carbon atom which is capable of bonding to a group to be protected.

  具有以下式子（I）的保护基团：Ar—L—  (I)，其中Ar代表含有至少4个芳香环的基本平面融合环系，而L代表一个含有至少一个碳原子的基团，该碳原子能够与待保护的基团结合。
• (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.