2'-methoxy-[1,1'-biphenyl]-2-carbonyl chloride | 77764-77-3

• 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'-methoxy-[1,1'-biphenyl]-2-carbonyl chloride
• 英文别名: 2-(2-methoxyphenyl)benzoyl chloride
• CAS: 77764-77-3
• 化学式: C₁₄H₁₁ClO₂
• 分子量: 246.693
• InChiKey: HEHAVZCJMIXCCA-UHFFFAOYSA-N

物化性质

• 沸点：
  350.0±25.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2'-methoxy-[1,1'-biphenyl]-2-carbonyl chloride 生成 (E)-6-[2-(2'-methoxy-[1,1'-biphenyl]-2-yl)ethenyl]-3,4,5,6-tetrahydro-4-hydroxy-2H-pyran-2-one
  参考文献：
  名称：

  Substituted pyranone inhibitors of cholesterol synthesis

  摘要：

  4(R)-反式立体异构形式的6-苯基、苯基烷基和苯乙烯基-4-羟基四氢吡喃-2-酮是胆固醇合成的有效抑制剂，因为它们能够抑制酶3-羟基-3-甲基戊二酰辅酶A还原酶。

  公开号：

  US04375475A1
• 作为产物：
  描述：

  2-甲氧基-[1,1-联苯]-2-羧酸甲酯 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 生成 2'-methoxy-[1,1'-biphenyl]-2-carbonyl chloride
  参考文献：
  名称：

  A facile synthesis of dibenzopyrroloazepinones as tetracyclic allocolchicinoids—an unusual 1,2-phenyl shift

  摘要：

  描述了一种通过双苯基-酰胺阳离子的电捕环化反应方便合成二苯并吡咯并氮杂环酮；当C-1′碳比C-2′碳更具亲核性时，会发生一种不寻常的1,2-苯基迁移。

  DOI：

  10.1039/b919114c

文献信息

• Memory of Chirality in Flow Electrochemistry: Fast Optimisation with DoE and Online 2D‐HPLC
  作者：Micol Santi、Jakob Seitz、Rossana Cicala、Tomas Hardwick、Nisar Ahmed、Thomas Wirth

  DOI：10.1002/chem.201904711

  日期：2019.12.18

  Amino acid derivatives undergo non-Kolbe electrolysis to afford enantiomerically enriched α-alkoxyamino derivatives through intermediate chiral carbenium ions. The products contain N,O-acetals which are important structural motifs found in bioactive natural products. The reaction is performed in a continuous flow electrochemical reactor coupled to a 2D-HPLC for immediate online analysis. This allowed

  氨基酸衍生物经过非Kolbe电解，通过中间体手性碳正离子得到对映体富集的α-烷氧基氨基衍生物。产品含有N，O-乙缩醛，这是生物活性天然产品中的重要结构基序。该反应在与2D-HPLC相连的连续流电化学反应器中进行，以立即进行在线分析。这样可以通过DoE方法快速筛选温度，电极材料，电流，流速和浓度。与在线HPLC的结合表明，通过将流电化学与多维分析相结合，立体选择性反应也可以从极大加速的优化中受益。
• Intramolecular cyclisations of biphenyl-2-carboxyl radicals: evidence for a II-state aroyloxyl radical
  作者：Stephen A. Glover、Stephen L. Golding、Andr� Goosen、Cedric W. McCleland

  DOI：10.1039/p19810000842

  日期：——

  Biphenyl-2-carboxyl radicals generated by homolysis of acyl hypoiodites cyclise intramolecularly giving mainly δ-lactones through Ar2-6 cyclisation. 2′-Alkoxybiphenyl-2-carboxyl radicals do not give the expected Ar1-5 cyclisation product but undergo a homolytic ipso-substitution of the 2′-substituent. The phenanthrene-4-carboxyl radical gives 5H-phenanthro[4,5-bcd]pyran-5-one. Consideration of the

  酰基次碘酸盐均相裂解产生的联苯-2-羧基自由基分子内环化，主要通过Ar 2 -6环化生成δ-内酯。2'-烷氧基联-2-羧基不产生预期的Ar 1个-5环化产物，但经历均裂本位的2'-取代的3'-取代。菲-4-羧基产生5 H-菲[4,5- bcd] pyran-5-one。考虑到所涉及的分子轨道表明，联苯-2-羧基处于π基态且具有较高的能量，因此比相应的酰胺基自由基具有更小的热可及性Σ态。建议容易脱羧的酰氧基具有∑基态或热可接近的激发∑态。
• Ligand-enabled palladium-catalyzed hydroesterification of vinyl arenes with high linear selectivity to access 3-arylpropanoate esters
  作者：Zhixin Deng、Sheng Han、Miaolin Ke、Yingtang Ning、Fen-Er Chen

  DOI：10.1039/d2cc00228k

  日期：——

  Palladium-catalyzed linear-selective hydroesterification of vinyl arenes with alcohols enabled by diphosphine ligands derived from bis[2-(diphenylphosphino)ethyl]amides has been developed. A variety of 3-arylpropanoate esters were obtained in high yields and regioselectivity. The robustness of this methodology was further demonstrated by the efficient gram-scale synthesis of the ethyl 3-phenylpropanoate

  已经开发了由衍生自双[2-(二苯基膦基)乙基]酰胺的二膦配体实现的乙烯基芳烃与醇的钯催化线性选择性加氢酯化反应。以高产率和区域选择性获得了多种 3-芳基丙酸酯。3-苯基丙酸乙酯作为氢化肉桂酸前体的有效克级合成进一步证明了该方法的稳健性。
• Substituted 6-Phenethyl-and phenylethenyl-3,4,5,6-tetrahydro-4-hydroxytetraydropyran-2-ones in the4-R trans stereoisomeric forms and the corresponding dihydroxy acids, process for preparing and pharmaceutical composition comprising them
  申请人：Merck & Co., Inc.

  公开号：EP0024348A1

  公开（公告）日：1981-03-04

  6-Phenyl-, phenalkyl- and phenylethenyl-4-hydroxytetrahydropyran-2-ones in the 4- R trans stereoisomeric forms having the structure wherein A is H or methyl; E is a direct bond, -CH2-, -CH2-CH2-, -CH2-CH2-CH2- or-CH-CH-; and R1, R2 and R3 have several meanings, and the corresponding dihydroxy acids in which the lactone ring is hydrolytically opened, and the pharmaceutically acceptable salts of said dihydroxy acids, and the lower alkyl and the phenyl, dimethylamino or acetylamino-substituted lower alkyl esters of said dihydroxy acids; and processes for preparing them. These compounds are potent inhibitors of cholesterol synthesis by the enzyme hydroxymethyl glutaryl coenzyme A reductase.

  6-苯基、苯基烷基和苯基乙烯基-4-羟基四氢吡喃-2-酮的 4- R 反式立体异构体，其结构为 其中 A 是 H 或甲基 E为直接键、-CH2-、-CH2-CH2-、-CH2-CH2-或-CH-CH-；R1、R2和R3有多种含义，以及相应的内酯环被水解打开的二羟基酸、所述二羟基酸的药学上可接受的盐、所述二羟基酸的低级烷基和苯基、二甲基氨基或乙酰氨基取代的低级烷基酯；以及制备它们的工艺。这些化合物是羟甲基戊二酰辅酶 A 还原酶合成胆固醇的强效抑制剂。
• Banzatti, C.; Marazzi, G.; Salvadori, P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 7, p. 671 - 672
  作者：Banzatti, C.、Marazzi, G.、Salvadori, P.、Tonani, R.

  DOI：——

  日期：——