sodium 3-methoxyphenylmethoxide | 54212-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: sodium 3-methoxyphenylmethoxide
• 英文别名: sodium p-anisyl oxide；Sodium;(3-methoxyphenyl)methanolate
• CAS: 54212-40-7
• 化学式: C₈H₉O₂*Na
• 分子量: 160.148
• InChiKey: XEDRMRHURJUMNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.44
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  sodium 3-methoxyphenylmethoxide 、 1-(2-amino-9H-purin-6-yl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride 以 二甲基亚砜 为溶剂， 以72%的产率得到O6-Substituted Guanine Deriv. 35
  参考文献：
  名称：

  Probing the ATP Ribose-Binding Domain of Cyclin-Dependent Kinases 1 and 2 with O⁶-Substituted Guanine Derivatives

  摘要：

  O-6-Substituted guanines are adenosine 5'-triphosphate (ATP) competitive inhibitors of CDK1/cyclin B I and CDK2/cyclin A, the O-6 substituent occupying the kinase ribose binding site. Fifty-eight O-6-substituted guanines were prepared to probe the ribose pocket, and the structures of four representative compounds bound to monomeric CDK2 were determined by X-ray crystallography. Optimum binding occurs with a moderately sized aliphatic 06 substituent that packs tightly against the hydrophobic patch presented by the glycine loop, centered on Val18, an interaction promoted by the conformational restraints imposed in a cyclohexylmethyl or cyclohexenylmethyl ring. Structure-based design generated (R)-(2-amino-9H-purin-6-yloxymethyl)pyrrolidin-2-one (56), which reproduces the reported hydrogen bonds formed between ATP and Asp86 and Gln131 but failed to improve inhibitory potency. Thus, the parent compound O-6-cyclohexylmethylguanine (NU2058, 25) is the preferred starting point for exploring other areas of the kinase active site.

  DOI：

  10.1021/jm020056z

文献信息

• Iron-Assisted Nucleophilic Aromatic Substitution on Solid Phase
  作者：Thomas Ruhland、Kia S. Bang、Kim Andersen

  DOI：10.1021/jo025721q

  日期：2002.7.1

  Iron-assisted S(N)Ar reactions were performed for the first time on solid phase, and a library of 36 unsymmetrically substituted phenylpiperazines and phenyl-1,4-diazepanes was synthesized with this novel strategy. The scope of iron-assisted S(N)Ar reactions on solid phase was investigated, and reactions of representative nucleophiles from groups VI (O, S, and Se) and V (N and P) of the periodic table

  首次在固相上进行铁辅助的S（N）Ar反应，并用这种新策略合成了36个不对称取代的苯基哌嗪和苯基-1,4-二氮杂a的文库。研究了固相铁辅助S（N）Ar反应的范围，并检查了元素周期表第VI组（O，S和Se）和V（N和P）的代表性亲核试剂的反应。用1,10-菲咯啉在辐射下完成了与树脂结合的铁配合物的分解反应，从而克服了在溶液相化学中观察到的众所周知的分解反应的缺点。
• Stereocontrolled total synthesis of (.+-.)-maytansinol
  作者：Minoru Isobe、Masato Kitamura、Toshio Goto

  DOI：10.1021/ja00382a065

  日期：1982.9