2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid | 872554-72-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid
• CAS: 872554-72-8
• 化学式: C₂₂H₂₄N₂O₆
• 分子量: 412.442
• InChiKey: WXUCRCWRWDBIFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid 、 Fmoc-L-天冬氨酸 、 FMOC-L-精氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成 (S)-3-(2-(2-(L-arginyl)hydrazineyl)acetamido)-4-(((S)-1-carboxy-2-methylpropyl)amino)-4-oxobutanoic acid
  参考文献：
  名称：

  Design, synthesis and cardioprotective effect of a new class of dual-acting agents: Phenolic tetrahydro-β-carboline RGD peptidomimetic conjugates

  摘要：

  In this study, a new class of phenolic tetrahydro-beta-carboline RGD peptidomimetic conjugates was designed and synthesized. The radical scavenging activities of these newly synthesized compounds 12a-c were evaluated in PC 12 cell survival assays. The NO scavenging activities of these compounds were confirmed in the acetylcholine-induced vasorelaxation assay. Compounds 12a-c were efficacious in a rat arterial thrombosis model, and were active in ADP- or PAF-induced in vitro platelet aggregation assays, which Suggests these compounds also possess anti-thrombotic activity. The beneficial effects of dual-acting agent 12c were demonstrated on the ischemia-reperfusion induced cardiac infarct size and oxidative change in an in vivo rat model. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.08.022
• 作为产物：
  描述：

  benzyl 2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetate 在 palladium on activated charcoal 氢气 作用下， 以95%的产率得到2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid
  参考文献：
  名称：

  Design, synthesis and cardioprotective effect of a new class of dual-acting agents: Phenolic tetrahydro-β-carboline RGD peptidomimetic conjugates

  摘要：

  In this study, a new class of phenolic tetrahydro-beta-carboline RGD peptidomimetic conjugates was designed and synthesized. The radical scavenging activities of these newly synthesized compounds 12a-c were evaluated in PC 12 cell survival assays. The NO scavenging activities of these compounds were confirmed in the acetylcholine-induced vasorelaxation assay. Compounds 12a-c were efficacious in a rat arterial thrombosis model, and were active in ADP- or PAF-induced in vitro platelet aggregation assays, which Suggests these compounds also possess anti-thrombotic activity. The beneficial effects of dual-acting agent 12c were demonstrated on the ischemia-reperfusion induced cardiac infarct size and oxidative change in an in vivo rat model. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.08.022

文献信息

• Solid-Phase Synthesis of “Mixed” Peptidomimetics Using Fmoc-Protected Aza-β³-amino Acids and α-Amino Acids
  作者：Olivier Busnel、Lanrong Bi、Hayet Dali、Arnaud Cheguillaume、Soizic Chevance、Arnaud Bondon、Sylviane Muller、Michèle Baudy-Floc'h

  DOI：10.1021/jo051585o

  日期：2005.12.1

  A solid-phase fluorenylmethyloxycarbonyl (Fmoc)-based synthesis strategy is described for "mixed" aza-beta(3)-peptides as well as a convenient general approach for their required building blocks, the aza-beta(3)-amino acid residues (aza-beta(3)-aa). These monomers allow the synthesis of relatively large quantities of pure mixed aza-beta(3)-peptides. The required Fmoc-substituted aza-beta(3)-amino acids are accessible by convenient synthesis, and a number of monomers including those containing side chains with functional groups have been synthesized. The method was applied toward the solid-phase synthesis of aza-beta(3)-peptide mimetics of a biologically active histone H4 sequence.
• [EN] METHODS AND MATERIALS FOR PREPARING ORGANIC COMPOUNDS FROM PRIMARY AMINES<br/>[FR] PROCEDES ET MATERIAUX POUR LA PREPARATION DE COMPOSES ORGANIQUES A PARTIR D'AMINES PRIMAIRES
  申请人：UNIV VIRGINIA

  公开号：WO2007117404A9

  公开（公告）日：2007-11-29

  [EN] Methods are disclosed for the conversion of primary amines to other functional groups. The methods can be used to prepare chiral organic compounds, including organic alcohols and organic halides. The methods can be carried out by treating a primary amine with an activating agent and a nitrosyl agent to produce the transformed compound along with nitrous oxide.
  [FR] L'invention concerne des procédés de conversion d'amines primaires en autres groupements fonctionnels. Les procédés peuvent être utilisés pour préparer des composés organiques chiraux, y compris des alcools organiques et des halogénures organiques. Les procédés peuvent être réalisés en traitant une amine primaire avec un agent d'activation et un agent nitrosyle pour obtenir le composé transformé ainsi que de l'oxyde nitreux.
• Design, synthesis and cardioprotective effect of a new class of dual-acting agents: Phenolic tetrahydro-β-carboline RGD peptidomimetic conjugates
  作者：Wei Bi、Jianhui Cai、Sanguang Liu、Michèle Baudy-Floc’h、Lanrong Bi

  DOI：10.1016/j.bmc.2007.08.022

  日期：2007.11

  In this study, a new class of phenolic tetrahydro-beta-carboline RGD peptidomimetic conjugates was designed and synthesized. The radical scavenging activities of these newly synthesized compounds 12a-c were evaluated in PC 12 cell survival assays. The NO scavenging activities of these compounds were confirmed in the acetylcholine-induced vasorelaxation assay. Compounds 12a-c were efficacious in a rat arterial thrombosis model, and were active in ADP- or PAF-induced in vitro platelet aggregation assays, which Suggests these compounds also possess anti-thrombotic activity. The beneficial effects of dual-acting agent 12c were demonstrated on the ischemia-reperfusion induced cardiac infarct size and oxidative change in an in vivo rat model. (C) 2007 Elsevier Ltd. All rights reserved.