2-(carboxymethyl)-6-methoxybiphenyl | 137898-12-5

• 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: 2-(carboxymethyl)-6-methoxybiphenyl
• 英文别名: 6-methoxy-biphenyl-2-carboxylic acid methyl ester；6-Methoxy-biphenyl-2-carbonsaeure-methylester；Methyl 3-methoxy-2-phenylbenzoate
• CAS: 137898-12-5
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: CTBPWTUCCCNVDR-UHFFFAOYSA-N

物化性质

• 沸点：
  355.7±30.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲氧基水杨酸甲酯 在 bis-triphenylphosphine-palladium(II) chloride 、 三苯基膦 、 lithium chloride 2,4,6-三甲基吡啶 、 2,6-二叔丁基-4-甲基苯酚 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 2-(carboxymethyl)-6-methoxybiphenyl
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling reactions of highly hindered, electron-rich phenol triflates and organostannanes

  摘要：

  The palladium-catalyzed cross-coupling reaction of highly hindered, electron-rich phenol triflates and organostannanes (Stille reaction) has been studied in a systematic manner. The following are its salient features: (1) electron-rich phenol triflates require triphenylphosphine to undergo palladium-catalyzed cross-couplings; (2) in general, efficient reactions take place only when larger-than-usual amounts (10-15%) of palladium are employed. On the reagent side, alkyl- (methyl only), allyl-, vinyl- and alkinylstannanes undergo efficient cross-couplings with the title substrates. However, some limitations to this novel entry to 2-substituted resorcinols exist in regard to both substrates and reagents. Thus, conformationally rigid (hexasubstituted) aryl triflates behave poorly, demethylation being an important side reaction. Moreover, alkyl groups other than methyl cannot be introduced because beta-elimination occurs more rapidly. The potentially powerful synthesis of hindered biaryls has also been studied briefly. In the present conditions, the reaction appears to be limited by the presence of ortho substituents on the arylstannane moiety.

  DOI：

  10.1021/jo00028a051

文献信息

• Richtzenhain; Nippus, Chemische Berichte, 1944, vol. 77/79, p. 566,571
  作者：Richtzenhain、Nippus

  DOI：——

  日期：——
• US6558712B1
  申请人：——

  公开号：US6558712B1

  公开（公告）日：2003-05-06
• [EN] MIXED STEROIDAL 1,2,4,5-TETRAOXANE COMPOUNDS AND METHODS OF MAKING AND USING THEREOF<br/>[FR] COMPOSES MELANGES DE STEROIDES 1,2,4,5-TETRAOXANE ET PROCEDES DE FABRICATION ASSOCIES
  申请人：US ARMY MED RES MAT COMMAND

  公开号：WO2003068736A2

  公开（公告）日：2003-08-21

  Disclosed herein are mixed steroidal tetraoxanes having the following structural Formula (I), wherein n is 0, 1, 2, or 3; R is H; ethanoyl, propanoyl, or benzoyl; R1 is H, methyl, ethyl, or isopropyl; R2 is H, methyl, or ethyl; R3 is H, methyl, or ethyl; R4 is H, methyl, ethyl, tert-butyl, phenyl, p-hydroxyphenyl, p-methoxyphenyl, or p-nitrophenyl, or Formula (a), wherein Y is C1-C4 straight or branched-chain alkoxy, or Formula (b), wherein W is N, R5 is hydrogen, methyl, ethyl, or n-propyl, isopropyl, or methyl ethanoate 2-yl, and R6 is hydrogen, methyl, ethyl, or n-propyl, or R5 and R6 are part of a pyrrolidine or piperidine ring; X is a C1-C4 straight or branched-chain alkoxy, a primary amino, a N-akylamino wherein the alkyl is a straight-chain alkyl groups containing from 1 to 4 carbon atoms, methyl ethanoate-2-yl, N-phenylamino, p-nitrophenyl, N,N-dimethylamino, N,N-diethylamino, N,N-di(n-propyl)amino, N-pyrrolidino, or N-piperidino as single compounds, and any mixture of all possible stereoisomers at C(4’’). n may be 0, 1, 2, or 3, and methods of making and using thereof. As disclosed herein, the mixed steroidal tetraoxanes of the present invention exhibit antimalarial, antibacterial, and antiproliferative activity. Thus, as disclosed herein, the mixed steroidal tetraoxanes of the present invention may be used to treat, prevent, or inhibit malaria, bacterial infections, and diseases and disorders associated with cell proliferation in a subject.
• Palladium-catalyzed cross-coupling reactions of highly hindered, electron-rich phenol triflates and organostannanes
  作者：Jose M. Saa、Gabriel Martorell、Angel Garcia-Raso

  DOI：10.1021/jo00028a051

  日期：1992.1

  The palladium-catalyzed cross-coupling reaction of highly hindered, electron-rich phenol triflates and organostannanes (Stille reaction) has been studied in a systematic manner. The following are its salient features: (1) electron-rich phenol triflates require triphenylphosphine to undergo palladium-catalyzed cross-couplings; (2) in general, efficient reactions take place only when larger-than-usual amounts (10-15%) of palladium are employed. On the reagent side, alkyl- (methyl only), allyl-, vinyl- and alkinylstannanes undergo efficient cross-couplings with the title substrates. However, some limitations to this novel entry to 2-substituted resorcinols exist in regard to both substrates and reagents. Thus, conformationally rigid (hexasubstituted) aryl triflates behave poorly, demethylation being an important side reaction. Moreover, alkyl groups other than methyl cannot be introduced because beta-elimination occurs more rapidly. The potentially powerful synthesis of hindered biaryls has also been studied briefly. In the present conditions, the reaction appears to be limited by the presence of ortho substituents on the arylstannane moiety.