(2,4-Dimethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-acetic acid | 184777-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (2,4-Dimethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-acetic acid
• 英文别名: 2-[2,4-dimethyl-4-(methylsulfanylmethoxy)oxolan-2-yl]acetic acid
• CAS: 184777-24-0
• 化学式: C₁₀H₁₈O₄S
• 分子量: 234.317
• InChiKey: XDWCWQQZBZYMIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  81.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2,4-Dimethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-acetic acid 在 trityl tetrafluoroborate 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 2-(4-Hydroxy-2,4-dimethyl-tetrahydro-furan-2-yl)-N-[(2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl]-acetamide
  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：

  5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-4-methylsulfanylmethoxy-pentan-2-one 在 lithium hydroxide 、 四丁基氟化铵 作用下， 生成 (2,4-Dimethyl-4-methylsulfanylmethoxy-tetrahydro-furan-2-yl)-acetic acid
  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。
• Lipophilic bioisosteres of nucleoside triphosphates
  作者：Alastair O. Goldring、Ian H. Gilbert、Naheed Mahmood、Jan Balzarini

  DOI：10.1016/0960-894x(96)00443-x

  日期：1996.10

  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.