2-t-butoxycarbonylamino-3-(4-aminophenyl)propionic acid t-butyl ester | 180146-37-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-t-butoxycarbonylamino-3-(4-aminophenyl)propionic acid t-butyl ester
• 英文别名: Phenylalanine, 4-amino-N-t-butyloxycarbonyl-, t-butyl ester；tert-butyl 3-(4-aminophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 180146-37-6
• 化学式: C₁₈H₂₈N₂O₄
• 分子量: 336.431
• InChiKey: LQKGPNIRNXMQCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  90.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-t-butoxycarbonylamino-3-(4-aminophenyl)propionic acid t-butyl ester 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 p-acrylamido-phenylalanine
  参考文献：
  名称：

  [EN] CYCLOPEPTIBODIES AND USES THEREOF
  [FR] CYCLOPEPTICORPS ET LEURS UTILISATIONS

  摘要：

  Methods and compositions for generating novel proteins comprise a genetically encoded macrocyclic peptide fused to an immunoglobulin Fc region, referred to as "cyclopeptibodies." Methods and compositions are provided for making cyclopeptide-Fc region fusion proteins from genetically encoded, ribosomally produced artificial polypeptides. These methods are based on the genetic fusion of an immunoglobulin Fc region to an artificial precursor polypeptide comprising a non-canonical amino acid residue carrying a thiol-reactive functional group; and a cysteine residue that is positioned either upstream or downstream of the non-canonical amino acid in the polypeptide sequence. These methods are based on the ability of the functional group-bearing amino acid and cysteine residue to react after ribosomal synthesis of the polypeptide, so that a cyclic peptide carrying a side-chain-to-side-chain covalent (thioether) linkage is formed and that thioether-linked cyclic peptide is genetically fused to the Fc region of an immunoglobulin.

  公开号：

  WO2023173084A1
• 作为产物：
  描述：

  2-tert-butoxycarbonylamino-3-[4-(2-trimethylsilanylethoxycarbonylamino)phenyl]propionic acid tertt-butyl ester 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以52%的产率得到2-t-butoxycarbonylamino-3-(4-aminophenyl)propionic acid t-butyl ester
  参考文献：
  名称：

  氨基甲酸2-三甲基甲硅烷基乙酯作为新的氨当量，用于钯催化的芳基卤化物的胺化

  摘要：

  氨基甲酸2-三甲基甲硅烷基乙酯（Teoc-NH 2）在钯催化的芳基溴化物和芳基氯化物胺化反应中起氨当量的作用。使用这些胺衍生物可以容易地制备具有敏感官能团的苯胺。

  DOI：

  10.1016/j.tetlet.2010.08.100

文献信息

• ANILINE DERIVATIVES HAVING NITROGEN MONOXIDE SYNTHASE INHIBITORY ACTIVITY
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：EP0798292B1

  公开（公告）日：2004-11-03
• US6534546B1
  申请人：——

  公开号：US6534546B1

  公开（公告）日：2003-03-18
• Carbamic acid 2-trimethylsilylethyl ester as a new ammonia equivalent for palladium-catalyzed amination of aryl halides
  作者：Dibakar Mullick、Prakash Anjanappa、Kumaravel Selvakumar、Kandasamy Ruckmani、Manickam Sivakumar

  DOI：10.1016/j.tetlet.2010.08.100

  日期：2010.11

  Carbamic acid 2-trimethylsilylethyl ester (Teoc-NH2) serves as an ammonia equivalent in the palladium-catalyzed amination of aryl bromides and aryl chlorides. Anilines with sensitive functional groups can be readily prepared using these amine derivatives.

  氨基甲酸2-三甲基甲硅烷基乙酯（Teoc-NH 2）在钯催化的芳基溴化物和芳基氯化物胺化反应中起氨当量的作用。使用这些胺衍生物可以容易地制备具有敏感官能团的苯胺。
• [EN] CYCLOPEPTIBODIES AND USES THEREOF<br/>[FR] CYCLOPEPTICORPS ET LEURS UTILISATIONS
  申请人：[en]UNIVERSITY OF ROCHESTER

  公开号：WO2023173084A1

  公开（公告）日：2023-09-14

  Methods and compositions for generating novel proteins comprise a genetically encoded macrocyclic peptide fused to an immunoglobulin Fc region, referred to as "cyclopeptibodies." Methods and compositions are provided for making cyclopeptide-Fc region fusion proteins from genetically encoded, ribosomally produced artificial polypeptides. These methods are based on the genetic fusion of an immunoglobulin Fc region to an artificial precursor polypeptide comprising a non-canonical amino acid residue carrying a thiol-reactive functional group; and a cysteine residue that is positioned either upstream or downstream of the non-canonical amino acid in the polypeptide sequence. These methods are based on the ability of the functional group-bearing amino acid and cysteine residue to react after ribosomal synthesis of the polypeptide, so that a cyclic peptide carrying a side-chain-to-side-chain covalent (thioether) linkage is formed and that thioether-linked cyclic peptide is genetically fused to the Fc region of an immunoglobulin.