(2S,3S,4R,5S)-2-(((3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-methoxy-4-oxobutyl)thio)methyl)-5-phenoxytetrahydrofuran-3,4-diyl diacetate | 1173280-55-1

• 分子结构分类: 有机化合物
• 英文名称: (2S,3S,4R,5S)-2-(((3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-methoxy-4-oxobutyl)thio)methyl)-5-phenoxytetrahydrofuran-3,4-diyl diacetate
• CAS: 1173280-55-1
• 化学式: C₃₅H₃₇NO₁₀S
• 分子量: 663.745
• InChiKey: REJZIWZEKLLDTA-GAHADRCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  47.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  135.69
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,4R,5S)-2-(((3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-methoxy-4-oxobutyl)thio)methyl)-5-phenoxytetrahydrofuran-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97%的产率得到2-amino-4-(((2S,3S,4R,5S)-3,4-dihydroxy-5-phenoxytetrahydrofuran-2-yl)methylthio)butanoic 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
• 作为产物：
  描述：

  (3R,4S,5S)-5-((3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-methoxy-4-oxobutylthio)methyl)tetrahydrofuran-2,3,4-triyl triacetate 、 苯酚 在 四氯化锡 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.5h， 以38%的产率得到(2S,3S,4R,5S)-2-(((3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-methoxy-4-oxobutyl)thio)methyl)-5-phenoxytetrahydrofuran-3,4-diyl diacetate
  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