2-(二甲氧基甲基)苯甲酸甲酯 | 87656-31-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(二甲氧基甲基)苯甲酸甲酯
• 中文别名: 2-(二甲氧甲基)苯甲酸甲酯
• 英文名称: methyl 2-(dimethoxymethyl)benzoate
• CAS: 87656-31-3
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: QKCDMILBEDJZTM-UHFFFAOYSA-N

物化性质

• 沸点：
  80-90 °C(Press: 0.07 Torr)
• 密度：
  1.105±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-(二甲氧基甲基)苯甲酸甲酯 在 lithium aluminium tetrahydride 、 Dowex 50W-X₈ resin 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 24.0h， 生成 1,3-二氢-1-甲氧基异苯并呋喃
  参考文献：
  名称：

  2-(Dimethoxymethyl)benzyl alcohol: a convenient isobenzofuran precursor

  摘要：

  DOI：

  10.1021/jo00174a041
• 作为产物：
  描述：

  甲醇 、 邻羧基苯甲醛 在 Dowex 50W-X₈ resin 、 原甲酸三甲酯 作用下， 反应 15.0h， 以97%的产率得到2-(二甲氧基甲基)苯甲酸甲酯
  参考文献：
  名称：

  2-(Dimethoxymethyl)benzyl alcohol: a convenient isobenzofuran precursor

  摘要：

  DOI：

  10.1021/jo00174a041

文献信息

• Synthesis of isocoumarins via palladium catalyzed reactions of methyl 2-(2′, 2′-dibromovinyl)benzoates
  作者：Le Wang、Wang Shen

  DOI：10.1016/s0040-4039(98)01690-6

  日期：1998.10

  3-Substituted isocoumarins are synthesized in good to excellent yields via palladium catalyzed coupling of 2-(2′,2′-dibromovinyl)benzoates and organostannanes. The process involves a Stille reaction, and a subsequent annulation reaction.

  通过钯催化的2-（2'，2'-二溴乙烯基）苯甲酸酯和有机锡烷的偶联，可以很好地合成3-取代的香豆素。该过程涉及Stille反应和随后的环化反应。
• Tandem Wolff rearrangement-“α-cyclization of tertiary amines” sequence: Synthesis of some 1H-2-benzopyran derivatives
  作者：Françoise Léost、Bernard Chantegrel、Christian Deshayes

  DOI：10.1016/s0040-4020(98)00275-0

  日期：1998.6

  The thermolyses of dimethyl 1-diazo-2-oxo(2-(N,N-disubstituted aminomethyl)phenyl)-ethylphosphonates6a-e or the related ester 6f afford 1-disubstituted amino-1H-2-benzopyran derivatives 9a-f through a 3-step sequence involving Wolff rearrangement, [1,5] hydride shift and subsequent ring closure. Compounds 9 can be easily transformed into 1-hydroxy-, 1-methoxy- or 1-thiophenoxy-1H-2-benzopyran or isoquinoline

  对1-重氮-2-氧代二甲基（2-（N，N-二取代氨基甲基）苯基）-乙基膦酸酯6a-e或相关酯6f进行热解得到1-二取代氨基-1 H -2-苯并吡喃衍生物9a-f通过涉及Wolff重排，[1,5]氢化物转移和随后的闭环的3步序列。通过各种亲核试剂的作用，化合物9可以容易地转化为1-羟基-，1-甲氧基-或1-噻吩氧基-1 H -2-苯并吡喃或异喹啉衍生物。还描述了将该反应扩展至一些类似于6的杂环重氮膦酸酯。
• Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family
  作者：Carole J.R. Bataille、Méabh B. Brennan、Simon Byrne、Stephen G. Davies、Matthew Durbin、Oleg Fedorov、Kilian V.M. Huber、Alan M. Jones、Stefan Knapp、Gu Liu、Anna Nadali、Camilo E. Quevedo、Angela J. Russell、Roderick G. Walker、Robert Westwood、Graham M. Wynne

  DOI：10.1016/j.bmc.2017.02.056

  日期：2017.5

  The PIM family of serine/threonine kinases have become an attractive target for anti-cancer drug development, particularly for certain hematological malignancies. Here, we describe the discovery of a series of inhibitors of the PIM kinase family using a high throughput screening strategy. Through a combination of molecular modeling and optimization studies, the intrinsic potencies and molecular properties of this series of compounds was significantly improved. An excellent pan-PIM isoform inhibition profile was observed across the series, while optimized examples show good selectivity over other kinases. Two PIM-expressing leukemic cancer cell lines, MV4-11 and 1(562, were employed to evaluate the in vitro anti-proliferative effects of selected inhibitors. Encouraging activities were observed for many examples, with the best example (44) giving an IC55 of 0.75 mu M against the K562 cell line. These data provide a promising starting point for further development of this series as a new cancer therapy through PIM kinase inhibition. (C) 2017 Elsevier Ltd. All rights reserved.
• Site-selective hydroxylation of steroids via oxometalloporphinates covalently linked to ring D: introduction of hydroxyl groups into the C(9) and C(12) position of 5.alpha.-androstanes
  作者：Timothy L. Stuk、Paul A. Grieco、Max M. Marsh

  DOI：10.1021/jo00009a006

  日期：1991.4

  Oxidation of synthetic manganese(III) porphyrins attached to steroidal substrates at C(17) (cf. 2 and 3) gives rise to hydrogen atom abstraction at C(9) and/or C(12), thereby leading to hydroxyl incorporation at these sites. The use of more robust metalloporphyrins (cf. 9) results in substantial increases in the yields of hydroxylated 5-alpha-androstanes.
• SMITH, J. G.;DIBBLE, P. W., J. ORG. CHEM., 1983, 48, N 26, 5361-5362
  作者：SMITH, J. G.、DIBBLE, P. W.

  DOI：——

  日期：——