2-Hydroxy-2-(3-methoxyphenyl)-1-phenylethanone | 34904-93-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-Hydroxy-2-(3-methoxyphenyl)-1-phenylethanone
• 英文别名: 3'-Methoxybenzoin；4'-methoxybenzoin
• CAS: 34904-93-3
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: JFGLPYACWIUMOX-UHFFFAOYSA-N

物化性质

• 沸点：
  401.7±35.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 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：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-2-(3-methoxyphenyl)-1-phenylethanone 在 吡啶 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 5.0h， 生成 7-methoxy-2-phenylbenzofuran
  参考文献：
  名称：

  Photoremovable Protecting Groups for Phosphorylation of Chiral Alcohols. Asymmetric Synthesis of Phosphotriesters of (-)-3',5'-Dimethoxybenzoin

  摘要：

  Procedures have been developed for the preparation of dimethoxybenzoinyl (DMB) phosphate triesters that can be deprotected photochemically. These compounds can be useful in light-directed synthesis and caging. The photochemistry of a wide variety of fluorine-, oxygen-, and nitrogen-substituted benzoin acetates was examined to determine the substitution pattern in the nonacylated aromatic ring producing optimum chemical yields. Two groups, 2',3'-dimethoxybenzoin and 3',5'dimethoxybenzoin, were found to give the highest yields of the benzofuran product and were further developed for the photochemical deprotection of phosphate esters. These reactions could not be quenched, suggesting a singlet photosolvolysis mechanism. An asymmetric synthesis of 3',5'dimethoxybenzoin via the benzaldehyde cyanohydrin was developed that minimizes the number of diastereomers formed in the phosphorylation of chiral alcohols. A phosphoramidite reagent for the derivatization of alcohols was prepared and used to produce scalemic dimethoxybenzoinyl phosphate esters from pantolactone and glycerol, serine, and tyrosine derivatives. These compounds were deprotected photochemically to produce the phosphodiesters in high yield.

  DOI：

  10.1021/jo00093a021
• 作为产物：
  描述：

  (4-Methoxyphenyl)-(2-phenyl-1,3-dithian-2-yl)methanol 在 三氟化硼乙醚 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 2-Hydroxy-2-(3-methoxyphenyl)-1-phenylethanone
  参考文献：
  名称：

  不对称苯的不对称转移氢化†

  摘要：

  本文以40℃为底物/催化剂摩尔比为100的m / p取代基对不对称苯进行不对称转移氢化反应24小时，从而以良好的收率生产了（S，S）-氢安息香素（76.2％高非对映异构体（syn / anti = 10.8至29.7 / 1）和对映体纯度（86.1％ee syn至98.9％ee syn）达到97.1％）。不幸的是，具有o取代基（例如给电子（R = CH 3，OCH 3）和吸电子基团（R = F，Cl，CF 3）的非对称苯））即使在40°C下持续72 h也导致收率低（0％至31.2％）。这些产物由于空间效应而导致无效的非对映选择性（syn / anti = 1.5至5.0 / 1）。此外，以动态动力学研究的结果为例，以3-甲氧基-1，2-二苯基乙二酮为例，提出了不对称苯的合理反应途径。

  DOI：

  10.1039/c3ra47129b

文献信息

• Biomolecular labeling
  申请人：University of Arkansas

  公开号：US06657052B1

  公开（公告）日：2003-12-02

  A method for using an organic compound to label polynucleotides is described. The method utilizes an organic compound including an oligonucleotide, and electrophilic active site, an active complex, and a phosphate binding site. The oligonucleotide has a sequence that is complimentary to a specific region of a polynucleotide. This facilitates labeling of DNA or RNA at a specific site in its sequence. The active site consists of a stable precursor, and only becomes reactive upon activation. Leaving and protecting functional groups may be attached to the active site in order to facilitate the formation of a stable precursor and subsequent activation. The active complex may be a drug, polypeptide or a reporter molecule such as an isotope or fluorescing compound. The phosphate binding sites may be any functional group capable of forming ionic bonds with phosphate oxygens. Nucleotide labeling using this compound does not interfere with a polynucleotide sequence. The described method for utilizing this compound may be performed in situ. Latent reactivity is utilized to make the reaction chemically specific, alkylating only phosphodiester groups on the polynucleotide. A lactonization reaction traps the trialkylphosphate in a stable form.

  描述了一种使用有机化合物标记多聚核苷酸的方法。该方法利用包括寡核苷酸、亲电活性位点、活性复合物和磷酸结合位点的有机化合物。寡核苷酸具有与多聚核苷酸特定区域互补的序列。这有助于在其序列中特定位置标记DNA或RNA。活性位点由稳定的前体组成，在激活后才变得活性。为了促进稳定前体的形成和随后的激活，可以连接离去和保护性功能基团到活性位点。活性复合物可以是药物、多肽或报告分子，如同位素或荧光化合物。磷酸结合位点可以是任何能够与磷酸氧形成离子键的功能基团。使用这种化合物进行核苷酸标记不会干扰多聚核苷酸序列。描述的利用该化合物的方法可以在原位进行。潜在的反应性用于使反应在化学上具有特异性，仅烷化多聚核苷酸上的磷酸二酯基团。内酯化反应将三烷基磷酸酯固定在稳定形式中。
• Photolabile blocked surfactants
  申请人：Minnesota Mining and Manufacturing Company

  公开号：US04980096A1

  公开（公告）日：1990-12-25

  Surfactants which are blocked against surfactant action (identified herein as "photolabile blocked surfactants") by a photolabile protective or masking group but which, on exposure to actinic radiation, become unblocked are provided. Coating compositions in which surfactant is formed on irradiation are provided by blending the photolabile blocked surfactant with polymeric film-forming materials. Compositions containing the photolabile blocked surfactants are useful when employed as protective coatings on various substrates or as the adhesive in a pressure sensitive adhesive tape. Although initially well adhering to a substrate, such compositions may be readily removed from the substrate following exposure of the same to suitable radiation which unblocks the surfactant to permit it to regain its surfactant activity.

  本文提供了一种被光敏保护或掩蔽基团阻止表面活性剂作用的表面活性剂（在此称为“光致敏阻断表面活性剂”），但在暴露于光致辐射后变得未被阻断的方法。通过将光致敏阻断表面活性剂与聚合膜形成材料混合，可以提供形成表面活性剂的涂层组成物。含有光致敏阻断表面活性剂的组成物在用作各种基底的保护涂层或作为压敏胶带中的粘合剂时非常有用。尽管最初与基底粘附良好，但在将其暴露于适当的辐射后，这些组成物可以轻松地从基底上取下，因为这样可以解除表面活性剂的阻断，使其恢复其表面活性。
• Photolabile blocked surfactants and compositions containing the same
  申请人：Minnesota Mining and Manufacturing Company

  公开号：US04740600A1

  公开（公告）日：1988-04-26

  Surfactants which are blocked against surfactant action (identified herein as "photolabile blocked surfactants") by a photolabile protective or masking group but which, on exposure to actinic radiation, become unblocked are provided. Coating compositions in which surfactant is formed on irradiation are provided by blending the photolabile blocked surfactant with polymeric film-forming materials. Compositions containing the photolabile blocked surfactants are useful when employed as protective coatings on various substrates or as the adhesive in a pressure sensitive adhesive tape. Although initially well adhering to a substrate, such compositions may be readily removed from the substrate following exposure of the same to suitable radiation which unblocks the surfactant to permit it to regain its surfactant activity.

  本发明提供了一种被光敏保护或掩蔽基团阻止表面活性剂作用（在此称为“光敏可溶性阻滞表面活性剂”），但在暴露于活性辐射时变得未被阻滞的表面活性剂。通过将光敏可溶性阻滞表面活性剂与聚合膜形成材料混合，可以形成在辐照下形成表面活性剂的涂层组合物。含有光敏可溶性阻滞表面活性剂的组合物在作为各种基材的保护涂层或压敏胶带中的粘合剂时非常有用。尽管最初与基材紧密粘合，但在将其暴露于适当辐射后，这些组合物可以轻松地从基材上移除，因为此时表面活性剂被解除阻滞，恢复了其表面活性。
• Kurihara, Takushi; Santo, Kazunori; Harusawa, Shinya, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 12, p. 4777 - 4788
  作者：Kurihara, Takushi、Santo, Kazunori、Harusawa, Shinya、Yoneda, Ryuji

  DOI：——

  日期：——
• Photolysis of methoxy-substituted benzoin esters. Photosensitive protecting group for carboxylic acids
  作者：John C. Sheehan、R. Marshall Wilson、A. W. Oxford

  DOI：10.1021/ja00755a017

  日期：1971.12