N/OFQ(3-13)-NH2 | 1147117-78-9

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: N/OFQ(3-13)-NH2
• CAS: 1147117-78-9
• 化学式: C₅₀H₈₈N₂₀O₁₃
• 分子量: 1177.37
• InChiKey: RBLADSBUBGXWQF-DRRFKMFMSA-N

物化性质

• 密度：
  1.47±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  (Z,5S)-5-amino-N-[2-[[(2S)-1-[[(2S,3R)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-1,6-diamino-1-oxohexan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]-4-fluoro-6-phenylhex-3-enamide 在 茴香硫醚 、 水 、 1,2-乙二硫醇 、 间甲酚 、 三氟乙酸 作用下， 反应 2.0h， 生成 N/OFQ(3-13)-NH2
  参考文献：
  名称：

  Synthesis of Amide-Type Fluoroalkene Dipeptide Isosteres by an Intramolecular Redox Reaction

  摘要：

  We previously achieved NHC-mediated preparation of ester-type fluoroalkene dipeptide isosteres (ES-FADIs, 4) by an intramolecular redox reaction. In the present study, a cyanide ion-mediated reaction was successfully applied to the conversions of gamma,gamma-difluoro-alpha,beta-enoylsilane 1 or 2 to amide-type fluoroalkene isosteres (AM-FADIs, 5 or 6). The use of catalytic cyanide ion allowed synthesis of chiral auxiliary incorporated FADI 15b which was then subjected to a diastereoselective alpha-alkylation reaction to yield alpha-substituted FADIs 17. Furthermore, the presented amidation protocol was used for straightforward incorporation of FADI into peptidyl resin.

  DOI：

  10.1021/jo900135t