[(2R,3R,4S,5R)-2-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]-5-[[(2S)-1-[[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]carbamoyl]-4-octanoyloxyoxolan-3-yl] octanoate | 953819-67-5

• 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: [(2R,3R,4S,5R)-2-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]-5-[[(2S)-1-[[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]carbamoyl]-4-octanoyloxyoxolan-3-yl] octanoate
• CAS: 953819-67-5
• 化学式: C₅₇H₇₉N₃O₁₂
• 分子量: 998.267
• InChiKey: VLXXONDBNLHHRS-XECKERITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  72
• 可旋转键数：
  33
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  194
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R)-2-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]-5-[[(2S)-1-[[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]carbamoyl]-4-octanoyloxyoxolan-3-yl] octanoate 在 哌啶 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.33h， 生成 [(2R,3R,4S,5R)-5-[[(2S)-1-[[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]carbamoyl]-2-[[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutanoyl]amino]methyl]-4-octanoyloxyoxolan-3-yl] octanoate
  参考文献：
  名称：

  Synthesis and conformational studies of 3,4-di-O-acylated furanoid sugar amino acid-containing analogs of the receptor binding inhibitor of vasoactive intestinal peptide

  摘要：

  Structural analysis of the di-O-caprylated Gaa-containing analog of the receptor binding inhibitors of vasoactive intestinal peptide by various NMR techniques and constrained molecular dynamics (XID) simulation studies established a well-defined beta-turn structure in DMSO-d(6) with an intramolecular hydrogen bond between TyrNH -> MetCO. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.158
• 作为产物：
  描述：

  (2R,3S,4R,5R)-5-(tert-Butoxycarbonylamino-methyl)-3,4-bis-octanoyloxy-tetrahydro-furan-2-carboxylic acid tert-butyl ester 在 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 [(2R,3R,4S,5R)-2-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]-5-[[(2S)-1-[[(2S)-1-methoxy-4-methyl-1-oxopentan-2-yl]amino]-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]-1-oxopropan-2-yl]carbamoyl]-4-octanoyloxyoxolan-3-yl] octanoate
  参考文献：
  名称：

  Synthesis and conformational studies of 3,4-di-O-acylated furanoid sugar amino acid-containing analogs of the receptor binding inhibitor of vasoactive intestinal peptide

  摘要：

  Structural analysis of the di-O-caprylated Gaa-containing analog of the receptor binding inhibitors of vasoactive intestinal peptide by various NMR techniques and constrained molecular dynamics (XID) simulation studies established a well-defined beta-turn structure in DMSO-d(6) with an intramolecular hydrogen bond between TyrNH -> MetCO. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.158