(2,4-Dimethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-acetic acid ethyl ester | 184777-23-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2,4-Dimethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-acetic acid ethyl ester
• 英文别名: ethyl 2-[2,4-dimethyl-4-(methylsulfanylmethoxy)oxolan-2-yl]acetate
• CAS: 184777-23-9
• 化学式: C₁₂H₂₂O₄S
• 分子量: 262.37
• InChiKey: QHZWKZCJIHYEEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2,4-Dimethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-acetic acid ethyl ester 在 4-二甲氨基吡啶 、 lithium hydroxide 、 四丁基氟化铵 、 N,N'-二环己基碳二亚胺 、 碘甲烷 作用下， 以 乙腈 为溶剂， 生成 (4-Hydroxy-2,4-dimethyl-tetrahydro-furan-2-yl)-acetic acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Lipophilic bioisosteres of nucleoside triphosphates

  摘要：

  This paper describes the design and synthesis of lipophilic bioisosteres of nucleoside triphosphates as potential inhibitors of HIV reverse transcriptase. The bioisostere is designed to mimic the conformation of the nucleoside triphosphate when complexed to a metal ion such as magnesium. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00443-x
• 作为产物：
  描述：

  (E)-6-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-5-methylsulfanylmethoxy-hex-2-enoic acid ethyl ester 在 四丁基氟化铵 作用下， 以67%的产率得到(2,4-Dimethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-acetic acid ethyl ester
  参考文献：
  名称：

  Lipophilic bioisosteres of nucleoside triphosphates

  摘要：

  This paper describes the design and synthesis of lipophilic bioisosteres of nucleoside triphosphates as potential inhibitors of HIV reverse transcriptase. The bioisostere is designed to mimic the conformation of the nucleoside triphosphate when complexed to a metal ion such as magnesium. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00443-x

文献信息

• An approach to lipophilic nucleotide phosphate analogs
  作者：Renee M. Otoski、Craig S. Wilcox

  DOI：10.1016/0040-4039(88)85241-9

  日期：——

  The tertiary structures of Mg+2 complexes of ATP and ADP can be imitated by other, more lipophilic atomic arrangements. A design rationale is presented and a synthetic approach to such lipophilic ATP isosteres is described.

  ATP和ADP的Mg +2配合物的三级结构可以通过其他更亲脂性的原子排列来模仿。提出了设计原理，并描述了这种亲脂性ATP等位基因的合成方法。