3-(3,4-bis-benzyloxy-phenyl)-1-chloro-prop-2-ene | 87030-23-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(3,4-bis-benzyloxy-phenyl)-1-chloro-prop-2-ene
• 英文别名: 4-[(E)-3-chloroprop-1-enyl]-1,2-bis(phenylmethoxy)benzene
• CAS: 87030-23-7
• 化学式: C₂₃H₂₁ClO₂
• 分子量: 364.872
• InChiKey: MYDJSGURFWCBBA-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  间苯三酚 、 3-(3,4-bis-benzyloxy-phenyl)-1-chloro-prop-2-ene 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 9.0h， 以53%的产率得到(E)-1-(3',4'-dibenzyloxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)-1-propene
  参考文献：
  名称：

  Buffer-induced, selective mono-C-alkylation of phloroglucinol: application to the synthesis of an advanced intermediate of catechin

  摘要：

  A straightforward mono-selective and C-specific alkylation of phloroglucinol with activated alkyl halides is presented. The use of water as solvent limits the amount of over-alkylated by-products. Provided some minor changes in the experimental conditions, hydrophobic cinnamyl halides can also be reacted, thus giving a direct access to advanced intermediates of natural flavonoids. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.026
• 作为产物：
  描述：

  3,4-二苄氧基苯甲醛 在 lithium aluminium tetrahydride 、 氯化亚砜 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 3.17h， 生成 3-(3,4-bis-benzyloxy-phenyl)-1-chloro-prop-2-ene
  参考文献：
  名称：

  Buffer-induced, selective mono-C-alkylation of phloroglucinol: application to the synthesis of an advanced intermediate of catechin

  摘要：

  A straightforward mono-selective and C-specific alkylation of phloroglucinol with activated alkyl halides is presented. The use of water as solvent limits the amount of over-alkylated by-products. Provided some minor changes in the experimental conditions, hydrophobic cinnamyl halides can also be reacted, thus giving a direct access to advanced intermediates of natural flavonoids. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.026

文献信息

• Substituted pyrrolidine cardiovascular system regulators and antihypertensives, their preparation and use
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0071399A2

  公开（公告）日：1983-02-09

  Compounds of the formula: and the pharmaceutically acceptable acid addition salts thereof, wherein: each X is indeoendently selected from -F, -R1, -OR. -S(O)dR', -CONHR, -NHR, -CH2OR, -CN, -NHCONHR, -NHCSNHR, -NHCOR', -SO2NHR, -NHSO2R1, and -NHCO2R wherein R is either hydrogen or lower alkyl wherein lower alkyl is defined as a straight or branched hydrocarbon chain of 1-4 carbon atoms, R' is lower alkyl wherein alkyl is as defined above and d is 0, 1, or 2, or two Xs taken together are -OCH2O-; each Y is independently selected from the same group as set forth for X; B is hydrogen or hydroxyl; a is 0, 1, or 2; b is 0, 1, or 2; c is 0, 1, 2 or 3; are useful as regulators of the cardiovascular system and are also bronchodilators.

  式化合物 及其药学上可接受的酸加成盐，其中 每个 X 不可重复地选自 -F、-R1、-OR.-S(O)dR'、-CONHR、-NHR、-CH2OR、-CN、-NHCONHR、-NHCSNHR、-NHCOR'、-SO2NHR、-NHSO2R1 和 -NHCO2R，其中 R 是氢或低级烷基，其中低级烷基定义为 1-4 个碳原子的直链或支链烃链，R'是低级烷基，其中烷基定义如上，d 是 0、1 或 2，或两个 X 合在一起是 -OCH2O-； 每个 Y 独立地选自与 X 相同的组； B 是氢或羟基； a 是 0、1 或 2 b 是 0、1 或 2 c 是 0、1、2 或 3；可作为心血管系统的调节剂，也是支气管扩张剂。
• Buffer-induced, selective mono-C-alkylation of phloroglucinol: application to the synthesis of an advanced intermediate of catechin
  作者：Arnaud Gissot、Alain Wagner、Charles Mioskowski

  DOI：10.1016/j.tet.2004.06.026

  日期：2004.8

  A straightforward mono-selective and C-specific alkylation of phloroglucinol with activated alkyl halides is presented. The use of water as solvent limits the amount of over-alkylated by-products. Provided some minor changes in the experimental conditions, hydrophobic cinnamyl halides can also be reacted, thus giving a direct access to advanced intermediates of natural flavonoids. (C) 2004 Elsevier Ltd. All rights reserved.