2-phthalimido-1-(2-methoxy-phenyl)-ethanone | 216854-25-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-phthalimido-1-(2-methoxy-phenyl)-ethanone
• 英文别名: N-(2-methoxy-phenacyl)-phthalimide；N-(2-Methoxy-phenacyl)-phthalimid；2-[2-(2-methoxyphenyl)-2-oxoethyl]-2,3-dihydro-1H-isoindole-1,3-dione；2-[2-(2-methoxyphenyl)-2-oxoethyl]isoindole-1,3-dione
• CAS: 216854-25-0
• 化学式: C₁₇H₁₃NO₄
• 分子量: 295.295
• InChiKey: JODZDEZSYWJOTO-UHFFFAOYSA-N

物化性质

• 熔点：
  200.5 °C
• 沸点：
  474.8±25.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-phthalimido-1-(2-methoxy-phenyl)-ethanone 以 乙醇 、 水 为溶剂， 反应 16.0h， 生成 2-[3-(2-Methoxyphenyl)-1-phenylpyrazol-4-yl]isoindole-1,3-dione
  参考文献：
  名称：

  A convenient one-pot synthesis of 4-amino-3-arylpyrazoles from α-phthaloylaminoacetophenones

  摘要：

  Condensation of alpha-phthaloylaminoacetophenones 1a-c with N,N-dimethylformamide dimethyl acetal afforded the novel enamines 3a-c. Cyclization of 3 with hydrazine, alkylhydrazine or phenylhydrazine salts (4a-d) gave 4-phthaloylamino-3-arylpyrazoles 7-9 in high yields. Deprotection of 7-9 was accomplished with hydrazine to provide 4-amino-3-arylpyrazoles 5 in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01776-6
• 作为产物：
  描述：

  邻苯二甲酸亚胺 、 邻甲氧基-2-溴苯乙酮 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-phthalimido-1-(2-methoxy-phenyl)-ethanone
  参考文献：
  名称：

  钯催化的功能化酮的不对称氢化。

  摘要：

  [反应：请参见文字]。使用钯/双膦配合物作为2,2,2-三氟乙醇中的催化剂，开发了一种新型的功能化酮不对称加氢催化体系。该反应表现出高的对映选择性，并且获得高达92.2％的ee。

  DOI：

  10.1021/ol051007u

文献信息

• Highly Enantioselective Asymmetric Hydrogenation of α-Phthalimide Ketone:  An Efficient Entry to Enantiomerically Pure Amino Alcohols
  作者：Aiwen Lei、Shulin Wu、Minsheng He、Xumu Zhang

  DOI：10.1021/ja039153n

  日期：2004.2.1

  A new type of alpha-phthalimide ketones was hydrogenated in excellent enantioselectivity by using a Ru-(C3-TunePhos) complex as the catalyst. Up to 10 000 turnovers have been achieved in more than 99% ee in the hydrogenation reaction. A dynamic kinetic resolution study for the synthesis of threonine was performed, and high anti selectivity (>97:3) was observed for the first time. An efficient method

  以Ru-(C3-TunePhos)配合物为催化剂，以优异的对映选择性氢化一种新型α-邻苯二甲酰亚胺酮。在氢化反应中，超过 99% ee 的转化率达到了 10 000 次。对苏氨酸的合成进行了动态动力学拆分研究，首次观察到了高抗选择性（>97:3）。已开发出一种合成对映体纯氨基醇的有效方法。
• Asymmetric hydrogenation of alpha-amino carbonyl compounds
  申请人：Zhang Xumu

  公开号：US20050159604A1

  公开（公告）日：2005-07-21

  A process for preparing a non-racemic aminoalcohol is provided. The process includes the step of contacting a chiral alpha-amino carbonyl compound and hydrogen, in the presence of a non-racemic hydrogenation catalyst, at a temperature, pressure and for a length of time sufficient to produce the non-racemic aminoalcohol. In a preferred embodiment, the process can be described by the reaction scheme: where R is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl or hetereoaryl group; and E can be hydrogen, COOR, CONHR, CONR 2 , COOH, COR, CN, NO 2 , alkyl, substituted alkyl, aryl, substituted aryl or hetereoaryl group.

  提供一种制备非对映异构氨基醇的方法。该方法包括以下步骤：在非对映异构氢化催化剂的存在下，将手性α-氨基羰基化合物和氢接触，在足够的温度、压力和时间条件下，产生非对映异构氨基醇。在一种首选实施例中，该方法可以通过以下反应方案描述：其中R为氢、烷基、取代烷基、芳基、取代芳基或杂环芳基；E可以是氢、COOR、CONHR、CONR2、COOH、COR、CN、NO2、烷基、取代烷基、芳基、取代芳基或杂环芳基。
• Heterocyclic derivatives of (4-aryloxymethyl-1.3-dioxolan-2-yl) methyl-1H-imidazoles and -1H-1.2.4-triazoles, their preparation and the derivatives for use as fungicides and bactericides
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP0006712A1

  公开（公告）日：1980-01-09

  Compounds having the formula: and the pharmaceutically acceptable acid addition salts and stereochemically isomeric forms thereof, wherein: Q is a member selected from the group consisting of CH and N; Ar is a member selected from the group consisting of thienyl, halothienyl, phenyl and substituted phenyl; and Y is a member selected from the group consisting of optionally substituted pyrimidinyl, imidazolyl, oxazolyl, thiazolyl, pyrazolyl, isoxazolyl and oxadiazolyl. The compounds are useful as antifungal and antibacterial agents.

  具有以下式子的化合物 及其药学上可接受的酸加成盐和立体化学异构体，其中 Q 是选自 CH 和 N 组成的组的成员； Ar 是选自噻吩基、卤代噻吩基、苯基和取代苯基的成员；以及 Y 选自任选取代的嘧啶基、咪唑基、噁唑基、噻唑基、吡唑基、异噁唑基和噁二唑基组成的组。 这些化合物可用作抗真菌剂和抗菌剂。
• Tutin, Journal of the Chemical Society, 1910, vol. 97, p. 2520
  作者：Tutin

  DOI：——

  日期：——
• Bromophilic substitution/carbophilic substitution cascade reactions of α,α-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles
  作者：Jovana Tatar、Rade Marković、Milovan Stojanović、Marija Baranac-Stojanović

  DOI：10.1016/j.tetlet.2010.07.057

  日期：2010.9

  alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained. (C) 2010 Elsevier Ltd. All rights reserved.