2-溴-6-(羟甲基)-4-甲基苯酚 | 43135-49-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-溴-6-(羟甲基)-4-甲基苯酚
• 英文名称: 2-bromo-6-(hydroxymethyl)-4-methyl-phenol
• 英文别名: 2-Bromo-6-(hydroxymethyl)-4-methylphenol；3-Brom-2-hydroxy-5-methylbenzylalkohol；3-bromo-2-hydroxy-5-methyl-benzyl alcohol；3-Brom-2-hydroxy-5-methyl-benzylalkohol；5-Brom-6-hydroxy-3-methyl-1-hydroxymethyl-benzol；6-Brom-4-methyl-2-hydroxymethyl-phenol
• CAS: 43135-49-5
• 化学式: C₈H₉BrO₂
• 分子量: 217.062
• InChiKey: PQNNGCLGAJSAEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴-6-(羟甲基)-4-甲基苯酚 在 三溴化磷 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 2-bromo-6-bromomethyl-4-methyl-phenol
  参考文献：
  名称：

  分子内Aryne-Furan环加成物合成抗癌萘二甲酰亚胺

  摘要：

  具有呋喃部分的分子内芳烃Diels-Alder反应用于合成二氢苯并[ de ]异色酮，作为向萘二甲酰亚胺的中间体。氧化后，该方法为合成取代的萘二甲酰亚胺提供了一种有效的方法，该替代的萘二甲酰亚胺显示出对HT-29人癌细胞系的有效细胞毒活性。

  DOI：

  10.1021/acs.joc.8b00531
• 作为产物：
  描述：

  3-溴-2-羟基-5-甲基苯甲酸甲酯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以91%的产率得到2-溴-6-(羟甲基)-4-甲基苯酚
  参考文献：
  名称：

  Studies on Enzyme-Cleavable Dialkoxymethyl-cycloSaligenyl-2′,3′-dideoxy-2′,3′-didehydrothymidine Monophosphates

  摘要：

  Recently we reported on conceptually new enzymatically activated cycloSal-pronucleotides. Now, we developed this concept further with new compounds of this type. The basic idea is fast intracellular cleavage of a functionalized group at the cycloSal residue that results in a rapid delivery of the nucleotide and thus an intracellular enrichment of the nucleotide. The introduction of a higher alkylated acylal group, the di-iso-butyryloxymethyl group, to the aromatic ring led to the expected higher stability of these prodrugs against enzymatic cleavage but also entailed surprisingly a decrease in hydrolysis stabilities and solubility problems. For some compounds, a separation of the two diastereomeric forms (R-P, or S-P) was achieved. By X-ray structure analysis, the absolute configuration at the P-atom was assigned. For all separated diastereomers the (S-P) form showed better antiviral activity than the (R-P) form.

  DOI：

  10.1021/jm800853p

文献信息

• Host-guest complexation. 50. Potassium and sodium ion-selective chromogenic ionophores
  作者：Roger C. Helgeson、Bronislaw P. Czech、Eddy Chapoteau、Carl R. Gebauer、Anand Kumar、Donald J. Cram

  DOI：10.1021/ja00198a053

  日期：1989.8

  We have designed two potassium and one sodium ion-selective chromogenic ionophores useful for colorimetric assays of body and other fluids. Practical syntheses are described, and the UV-visible spectral changes in the presence and absence of Na + and K + ions are reported at pH's that optimize the spectral differences

  我们设计了两种钾离子和一种钠离子选择性显色离子载体，可用于体液和其他体液的比色分析。描述了实际合成，并报告了在优化光谱差异的 pH 值下存在和不存在 Na + 和 K + 离子时的紫外-可见光谱变化
• Preparation of chromogenic cryptahemispherands
  申请人：Bayer Corporation

  公开号：EP0287328A2

  公开（公告）日：1988-10-19

  A process for the preparation of a chromogenic cryptahemispherand (I) having the structure said process comprising the steps of: (a) coupling a compound (II) having the structure with a compound (III) having the structure to form a compound (IV) having the structure (b) subjecting the compound (IV) to reducing conditions to form a compound (V) having the structure (c) coupling the compound (V) to a compound having the structure to form a compound (VI) having the structure (d) halogenating the compound (VI) to form a compound (VII) having the structure (e) forming the chromogenic cryptahemispherand (I) by coupling the compound (VII) with a diazacorand having the structure wherein each R is independently hydrogen, lower alkyl, lower alkylidene, lower alkenyl, allyl, aryl, or benzyl; each Rʺ is independently lower alkyl, lower alkylidene, lower alkenyl, allyl, aryl, or benzyl; each Rʺ is independently hydrogen, lower alkyl, lower alkylidene, lower alkenyl, aryl or benzyl; each Y is independently an electron withdrawing group; each Z is halogen, a is 1 to about 3; b is 1 to about 3; k is 1 to about 3; l is 1 to about 3; m is 1 to about 3; n is 1 to about 3; and x is 2 to 4.

  一种制备具有以下结构的发色性冰晶石(I)的工艺 所述工艺包括以下步骤 (a) 将具有以下结构的化合物（II）与具有以下结构的化合物（III）偶联 (a) 将具有以下结构的化合物（II）与具有以下结构的化合物（III）偶联 形成具有以下结构的化合物 (IV) (b) 将化合物(IV)置于还原条件下，形成具有以下结构的化合物(V) (c) 将化合物（V）与具有以下结构的化合物偶联 形成具有以下结构的化合物 (VI) (d) 将化合物(VI)卤化，形成具有上述结构的化合物(VII) (e) 将化合物（VII）与具有以下结构的重氮杂环偶联，形成发色性冰晶石杂环（I）： (f) 将化合物（VII）与具有以下结构的重氮杂环偶联，形成发色性冰晶石杂环（I 其中每个 R 独立地为氢、低级烷基、低级亚烷基、低级烯基、烯丙基、芳基或苄基； 每个 Rʺ 独立地是低级烷基、低级亚烷基、低级烯基、烯丙基、芳基或苄基； 每个 Rʺ 独立地是氢、低级烷基、低级亚烷基、低级烯基、芳基或苄基； 每个 Y 独立地是一个取电子基团； 每个 Z 都是卤素、 a 是 1 至约 3 b 是 1 至约 3 k 是 1 至约 3 l 为 1 至约 3 m 是 1 至约 3 n 是 1 至约 3；以及 x 为 2 至 4。
• Cavitt et al., Journal of Organic Chemistry, 1962, vol. 27, p. 1211,1215
  作者：Cavitt et al.

  DOI：——

  日期：——
• Host-guest complexation. 53. Functional groups preorganized in hemispherands for binding alkali metal and ammonium cations
  作者：Judi A. Bryant、Roger C. Helgeson、Carolyn B. Knobler、Mark P. DeGrandpre、Donald J. Cram

  DOI：10.1021/jo00302a028

  日期：1990.7
• Host-guest complexation. 30. Quinquaryl and bis(urea) binders
  作者：Howard E. Katz、Donald J. Cram

  DOI：10.1021/ja00329a058

  日期：1984.8