3,5-dimethoxy-2'-methylbenzophenone | 163163-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-dimethoxy-2'-methylbenzophenone
• 英文别名: (o-tolyl)-(3,5-dimethoxy-phenyl)-methanone；(3,5-dimethoxyphenyl)(o-tolyl)methanone；(3,5-Dimethoxy-phenyl)-o-tolyl-methanone；(3,5-dimethoxyphenyl)-(2-methylphenyl)methanone
• CAS: 163163-10-8
• 化学式: C₁₆H₁₆O₃
• mdl: MFCD20041103
• 分子量: 256.301
• InChiKey: OSUDVNZSHPLCLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Dimethylzinc 、 3,5-dimethoxy-2'-methylbenzophenone 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以82.9%的产率得到1-[1-(o-tolyl)-1-methyl-ethyl]-3,5-dimethoxy-benzene
  参考文献：
  名称：

  Exploring the substituent effects on a novel series of C1′-dimethyl-aryl Δ8-tetrahydrocannabinol analogs

  摘要：

  The synthesis and characterization of novel C1'-phenyl-substituted Delta(8)-THC analogs were previously reported by our laboratory. Within this small series of compounds, the C1'-dimethyl phenyl group was found to impart 13.5-fold selectivity for the CB2 receptor with a K-i 0.91 nM. The current study expands on the previous report by evaluating the effects of aromatic ring substitution on CB1 and CB2 receptor subtype binding and selectivity. The ring substituents synthesized in this study include aliphatic, halogen, nitrile, and acetamido functional groups. In addition, the isosteric replacement of the phenyl group by thiophene was evaluated. The anti-glioma activities of selected compounds were evaluated in vitro and compared to the lead compound 2. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.034
• 作为产物：
  描述：

  1,3-dichloro-4,6-dimethoxybenzene 在 正丁基锂 、 偶氮二异丁腈 、 三正丁基氢锡 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 14.0h， 生成 3,5-dimethoxy-2'-methylbenzophenone
  参考文献：
  名称：

  3,5-二甲氧基苯基锂的合成等效物。5-取代间苯二酚的简便途径

  摘要：

  摘要 丁基锂金属化 1,3-二甲氧基-4,6-二氯苯选择性地在 C-5 位点。所得阴离子与亲电子试剂有效反应。

  DOI：

  10.1080/00397910008087392

文献信息

• Highly Selective and Divergent Acyl and Aryl Cross-Couplings of Amides via Ir-Catalyzed C–H Borylation/N–C(O) Activation
  作者：Pengcheng Gao、Michal Szostak

  DOI：10.1021/acs.orglett.0c02105

  日期：2020.8.7

  Herein, we demonstrate that amides can be readily coupled with nonactivated arenes via sequential Ir-catalyzed C–H borylation/N–C(O) activation. This methodology provides facile access to biaryl ketones and biaryls by the sterically controlled Ir-catalyzed C–H borylation and divergent acyl and decarbonylative amide N–C(O) and C–C activation. The methodology diverts the traditional acylation and arylation

  在这里，我们证明酰胺可以通过连续的Ir催化的C–H硼酸酯化/ N–C（O）活化而容易地与未活化的芳烃偶联。这种方法可通过空间控制的Ir催化的C–H硼化以及不同的酰基和脱羰基酰胺N–C（O）和C–C活化来轻松获得联芳基酮和联芳基。该方法转移了传统的酰化和芳基化区域选择性，使我们能够直接利用容易获得的芳烃和酰胺来产生有价值的酮和联芳基。
• A Synthetic Equivalent of 3,5-Dimethoxyphenyl Lithium. A Facile Route to 5-Substituted Resorcinols
  作者：George A. Kraus、Yuan Zeng

  DOI：10.1080/00397910008087392

  日期：2000.1

  Abstract Butyl lithium metallates 1,3-dimethoxy-4,6-dichlorobenzene selectively at C-5. The resulting anion reacts effectively with electrophiles.

  摘要 丁基锂金属化 1,3-二甲氧基-4,6-二氯苯选择性地在 C-5 位点。所得阴离子与亲电子试剂有效反应。
• Exploring the substituent effects on a novel series of C1′-dimethyl-aryl Δ8-tetrahydrocannabinol analogs
  作者：Mathangi Krishnamurthy、Steven Gurley、Bob M. Moore II

  DOI：10.1016/j.bmc.2008.05.034

  日期：2008.7.1

  The synthesis and characterization of novel C1'-phenyl-substituted Delta(8)-THC analogs were previously reported by our laboratory. Within this small series of compounds, the C1'-dimethyl phenyl group was found to impart 13.5-fold selectivity for the CB2 receptor with a K-i 0.91 nM. The current study expands on the previous report by evaluating the effects of aromatic ring substitution on CB1 and CB2 receptor subtype binding and selectivity. The ring substituents synthesized in this study include aliphatic, halogen, nitrile, and acetamido functional groups. In addition, the isosteric replacement of the phenyl group by thiophene was evaluated. The anti-glioma activities of selected compounds were evaluated in vitro and compared to the lead compound 2. (c) 2008 Elsevier Ltd. All rights reserved.