4-(((2S,3S,4R,5R)-5-(1H-benzo[d]imidazol-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methylthio)-2-aminobutanoic acid | 1173280-57-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(((2S,3S,4R,5R)-5-(1H-benzo[d]imidazol-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methylthio)-2-aminobutanoic acid
• 英文别名: 2-amino-4-[[(2S,3S,4R,5R)-5-(benzimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanyl]butanoic acid
• CAS: 1173280-57-3
• 化学式: C₁₆H₂₁N₃O₅S
• 分子量: 367.426
• InChiKey: HIHCEVOOJCGLBF-QKXLINDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  156
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2S,3S,4R,5R)-2-((3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-methoxy-4-oxobutylthio)methyl)-5-(1H-benzo[d]imidazol-1-yl)tetrahydrofuran-3,4-diyl diacetate 在 氢氧化钾 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以73%的产率得到4-(((2S,3S,4R,5R)-5-(1H-benzo[d]imidazol-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methylthio)-2-aminobutanoic acid
  参考文献：
  名称：

  An efficient synthesis of base-substituted analogues of S-adenosyl-dl-homocysteine

  摘要：

  An efficient method for the preparation of base-substituted S-adenosyl-DL-homocysteine analogues as well as of 2-chloro-N-6-alkylated S-adenosyl-DL-homocysteine analogues is described. The method uses a convergent strategy that employs a common intermediate late in the overall synthesis and allows small libraries of SAH analogues to be prepared in a relatively short period of time. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.076

文献信息

• An efficient synthesis of base-substituted analogues of S-adenosyl-dl-homocysteine
  作者：David B. Llewellyn、Amal Wahhab

  DOI：10.1016/j.tetlet.2009.04.076

  日期：2009.7

  An efficient method for the preparation of base-substituted S-adenosyl-DL-homocysteine analogues as well as of 2-chloro-N-6-alkylated S-adenosyl-DL-homocysteine analogues is described. The method uses a convergent strategy that employs a common intermediate late in the overall synthesis and allows small libraries of SAH analogues to be prepared in a relatively short period of time. (C) 2009 Elsevier Ltd. All rights reserved.