2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]amino]acetic acid | 808733-36-0

• 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)-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]amino]acetic acid
• CAS: 808733-36-0
• 化学式: C₂₆H₃₃N₃O₆
• 分子量: 483.565
• InChiKey: SCFPZVRWMWLFLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]amino]acetic acid 、 Fmoc-O-叔丁基-L-酪氨酸 、 fmoc-aza-β3-ala 、 Fmoc-aza-β-leucine 、 alkaline earth salt of/the/ methylsulfuric acid 以20%的产率得到H2N-Tyr-{NHN(CH3)CH2CO}-{NHN[CH2CH(CH3)2]CH2CO}-{NHN[(CH2)4NH2]CH2CO}-Arg-Gln-Gly-Arg-Thr-Leu-Tyr-Gly-OH
  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：

  N-(4-氧代丁基)氨基甲酸叔丁酯 在 盐酸 、 sodium cyanoborohydride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 2-[(9H-fluoren-9-ylmethoxycarbonylamino)-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]amino]acetic acid 、 alkaline earth salt of/the/ methylsulfuric acid
  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

文献信息

• Synthesis of Fmoc-protected aza-β3-amino acids via reductive amination of glyoxylic acid
  作者：Olivier Busnel、Lanrong Bi、Michèle Baudy-Floc’h

  DOI：10.1016/j.tetlet.2005.07.160

  日期：2005.10

  The reductive amination of glyoxylic acid, with a protected Fmoc hydrazine, has been developed as a simple and efficient method for the preparation of Fmoc-aza-beta(3)-amino acid residues (aza-beta(3)-aa). Anchoring on resin of these residues will be described as well as the synthesis of hybrid peptide. (c) 2005 Elsevier Ltd. All rights reserved.
• 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.