N-amino-N-tert-butyloxycarbonylglycine benzyl ester | 339201-27-3

• 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: N-amino-N-tert-butyloxycarbonylglycine benzyl ester
• 英文别名: Benzyl 2-[amino-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetate
• CAS: 339201-27-3
• 化学式: C₁₄H₂₀N₂O₄
• 分子量: 280.324
• InChiKey: HLEULUGHKKTDJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  81.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  氯甲酸-9-芴基甲酯 、 N-amino-N-tert-butyloxycarbonylglycine benzyl ester 在 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 以71%的产率得到benzyl 2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetate
  参考文献：
  名称：

  Solid-Phase Synthesis of “Mixed” Peptidomimetics Using Fmoc-Protected Aza-β³-amino Acids and α-Amino Acids

  摘要：

  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.

  DOI：

  10.1021/jo051585o
• 作为产物：
  描述：

  乙醇酸苯甲酯 在 三苯基膦 、 甲基肼 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 N-amino-N-tert-butyloxycarbonylglycine benzyl ester
  参考文献：
  名称：

  A New Synthetic Route to Protected α-Hydrazinoesters in High Optical Purity Using the Mitsunobu Protocol

  摘要：

  DOI：

  10.1021/jo005696t

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.
• 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.
• A New Synthetic Route to Protected α-Hydrazinoesters in High Optical Purity Using the Mitsunobu Protocol
  作者：Nicolas Brosse、Maria-Fatima Pinto、Jacques Bodiguel、Brigitte Jamart-Grégoire

  DOI：10.1021/jo005696t

  日期：2001.4.1