Fmoc-L-Dmt-N,O-Me2 | 854300-33-7

• 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: Fmoc-L-Dmt-N,O-Me2
• 英文别名: 9H-fluoren-9-ylmethyl N-[(2S)-3-(4-hydroxy-2,6-dimethylphenyl)-1-[methoxy(methyl)amino]-1-oxopropan-2-yl]carbamate
• CAS: 854300-33-7
• 化学式: C₂₈H₃₀N₂O₅
• 分子量: 474.557
• InChiKey: DGQDTFQDGYOMHV-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  88.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Fmoc-L-Dmt-N,O-Me2 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 3-(4(R)-amino-1,2,4,5-tetrahydro-2-benzazepine-3-one-2-yl)-2(S)-Fmoc-amino-1(2,6-dimethyl-4-hydroxyphenyl)propane
  参考文献：
  名称：

  A New Structural Motif for μ-Opioid Antagonists

  摘要：

  On the basis of the structural features of the Dmt-Tic pharmacophore, a new motif leading to a fairly potent mu-opioid antagonist is described. This motif contains the 4-amino-1,2,4,5-tetrahydro-2-benzazepine-3-one skeleton as a substitute for the Tic residue, which provides the conformational constraint compatible with the mu-opioid receptor. The stereoselective synthesis of four stereoisomers is performed starting from homochiral 2',6'-dimethyltyrosine (Dmt) and o-aminomethylphenylalanine.

  DOI：

  10.1021/jm0491795
• 作为产物：
  描述：

  二甲羟胺盐酸盐 、 N-芴甲氧羰基-2,6-二甲基-L-酪氨酸 在 N-甲基吗啉 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 作用下， 以 乙腈 为溶剂， 生成 Fmoc-L-Dmt-N,O-Me2
  参考文献：
  名称：

  A New Structural Motif for μ-Opioid Antagonists

  摘要：

  On the basis of the structural features of the Dmt-Tic pharmacophore, a new motif leading to a fairly potent mu-opioid antagonist is described. This motif contains the 4-amino-1,2,4,5-tetrahydro-2-benzazepine-3-one skeleton as a substitute for the Tic residue, which provides the conformational constraint compatible with the mu-opioid receptor. The stereoselective synthesis of four stereoisomers is performed starting from homochiral 2',6'-dimethyltyrosine (Dmt) and o-aminomethylphenylalanine.

  DOI：

  10.1021/jm0491795

文献信息

• A New Structural Motif for μ-Opioid Antagonists
  作者：Isabelle Van den Eynde、Georges Laus、Peter W. Schiller、Piotr Kosson、Nga N. Chung、Andrzej W. Lipkowski、Dirk Tourwé

  DOI：10.1021/jm0491795

  日期：2005.5.1

  On the basis of the structural features of the Dmt-Tic pharmacophore, a new motif leading to a fairly potent mu-opioid antagonist is described. This motif contains the 4-amino-1,2,4,5-tetrahydro-2-benzazepine-3-one skeleton as a substitute for the Tic residue, which provides the conformational constraint compatible with the mu-opioid receptor. The stereoselective synthesis of four stereoisomers is performed starting from homochiral 2',6'-dimethyltyrosine (Dmt) and o-aminomethylphenylalanine.