3-benzyloxy-4,5-dimethoxybenzoyl chloride | 5065-11-2

• 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: 3-benzyloxy-4,5-dimethoxybenzoyl chloride
• 英文别名: 3-benzyloxy-4,5-dimethoxybenzoylchloride；4,5-Dimethoxy-3-benzyloxyl-benzoylchlorid；3-Benzyloxy-4,5-dimethoxy-benzoylchlorid；3-Benzyloxy-4,5-dimethoxybenzoylchlorid；3-(Benzyloxy)-4,5-dimethoxybenzoyl chloride；3,4-dimethoxy-5-phenylmethoxybenzoyl chloride
• CAS: 5065-11-2
• 化学式: C₁₆H₁₅ClO₄
• 分子量: 306.746
• InChiKey: DNKKAZLWTQUFMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  3-benzyloxy-4,5-dimethoxybenzoyl chloride 在 palladium dihydroxide 4-二甲氨基吡啶 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 (-)-(2R,3R)-5,7-dihydroxy-2-(3',4'-dihydroxy-phenyl)chroman-3-yl 3''-hydroxy-4'',5''-dimethoxybenzoate
  参考文献：
  名称：

  Regiospecific and enantioselective synthesis of methylated metabolites of tea catechins

  摘要：

  The regiospecific and enantioselective syntheses of various methylated regioisomers of epicatechin gallate (EGC) and epigallocatechin gallate (EGCG) have been achieved. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.010
• 作为产物：
  描述：

  3,4-二甲氧基-5-苯基甲氧基苯甲酸 在 氯化亚砜 作用下， 反应 4.0h， 生成 3-benzyloxy-4,5-dimethoxybenzoyl chloride
  参考文献：
  名称：

  天然黄烷及相关化合物的合成和体外抗增殖活性

  摘要：

  从而实现了天然黄烷外消旋体(±) 1、(±) 2 和天然黄酮3、 4 的全合成。通过 Pd-C 催化的相应黄酮的氢化/氢解，开发了一种简单的黄烷合成方法。此外，外消旋黄烷 (±) 1、(±) 2、黄酮 3、4 和五种合成中间体对人 SGC-7901、BEL-7402、HeLa 和 HL-60 细胞系的体外抗增殖活性通过以下方法评估MTT 测定和外消旋黄烷 (±) 1 被发现对所有四种细胞系都具有显着的抗增殖活性。

  DOI：

  10.1002/ardp.200700077

文献信息

• Total synthesis of colchicine modelled on a biogenetic theory
  作者：A.I. Scott、F. McCapra、R.L. Buchanan、A.C. Day、D.W. Young

  DOI：10.1016/s0040-4020(01)96977-7

  日期：1965.1

  A five step synthesis of desacetamidocolchiceine (XLVI) is described in which rings A and C are joined by oxidative coupling of the tropolone system. This completes a biogenetic-type total synthesis of colchicine (I).

  描述了五步合成的去乙酰氨基多西奇碱（XLVI），其中环A和C通过对酮系统的氧化偶联而连接在一起。这样就完成了秋水仙碱（I）的生物遗传型全合成。
• Synthesis and PAF antagonist activity of some 2,5-diaryltetrahydrofurans incorporating PAF-like functional groups
  作者：S Smith、G.J. Blackwell、D.A. Demaine、L.G. Garland、H.F. Hodson、R.M. Hyde、A.J. Parke、V.S. Rose、D.A. Sawyer、L Tilling

  DOI：10.1016/0223-5234(96)89161-6

  日期：1996.1

  This paper describes the synthesis and structure-activity relationships of a series of 2,5-diaryltetrahydrofurans, as specific and potent antagonists at the rabbit washed platelet activating factor (PAF) receptor. The methoxyl groups in the known PAF antagonist L-652,731 were replaced with functional groups present in PAF and in the 'PAF-like' antagonists. Activity was generally retained or enhanced when one aryl ring in L-652,731 was elaborated; however incorporation of these functional groups into both of the aryl rings greatly reduced or abolished activity. These results are discussed in relation to a putative model for the PAF receptor.
• Bhardwaj, D. K.; Bisht, M. S.; Gupta, A. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 4, p. 309 - 310
  作者：Bhardwaj, D. K.、Bisht, M. S.、Gupta, A. K.、Jain, R. K.

  DOI：——

  日期：——
• Synthesis and Evaluation of 3-Aroylindoles as Anticancer Agents: Metabolite Approach
  作者：Yu-Shan Wu、Mohane Selvaraj Coumar、Jang-Yang Chang、Hsu-Yi Sun、Fu-Ming Kuo、Ching-Chuan Kuo、Ying-Jun Chen、Chi-Yen Chang、Chia-Ling Hsiao、Jing-Ping Liou、Ching-Ping Chen、Hsien-Tsung Yao、Yi-Kun Chiang、Uan-Kang Tan、Chiung-Tong Chen、Chang-Ying Chu、Su-Ying Wu、Teng-Kuang Yeh、Chin-Yu Lin、Hsing-Pang Hsieh

  DOI：10.1021/jm900060s

  日期：2009.8.13

  BPR0L075 (2) is a potential anticancer drug candidate designed from Combretastatin A-4 (1) based on the bioisosterism principle. Metabolites of 2, proposed from in vitro human microsome studies, were synthesized, leading to the identification of metabolitc-derived analogue 10 with 40-350 pM potency against various cancer cell lines. Insights gained from the major inactive metabolite of 2 led to the development of 29, with better pharmacokinetics and improved potency in the tumor xenograft model than 2.
• KUMARI D.; CHHABRA S. C.; GUPTA S. R., INDIAN J. CHEM., 1979, B 17, NO 2, 168-169
  作者：KUMARI D.、 CHHABRA S. C.、 GUPTA S. R.

  DOI：——

  日期：——