4-(benzo[1,3]dioxol-5-yl)butyric acid methyl ester | 119030-60-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 4-(benzo[1,3]dioxol-5-yl)butyric acid methyl ester
• 英文别名: methyl 4-(benzo[d][1,3]dioxol-5-yl)butanoate；methyl-4-(benzo[d][1,3]dioxol-5-yl)butanoate；methyl 4-(1,3-benzodioxol-5-yl)butanoate；Methyl 4-(3,4-methylenedioxyphenyl)butanoate
• CAS: 119030-60-3
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: VHUABZULWQQCDI-UHFFFAOYSA-N

物化性质

• 保留指数：
  1653

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(benzo[1,3]dioxol-5-yl)butyric acid methyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以94%的产率得到4-(1,3-苯并二氧戊环-5-基)丁酸
  参考文献：
  名称：

  使用Suzuki偶联-Friedel-Crafts酰化序列合成1-四氢萘酮衍生物的简便方法

  摘要：

  已报道的1-四氢萘酮衍生物是使用Suzuki偶联作为随后的分子内Friedel-Crafts酰化反应的关键步骤，由芳基溴化物合成的。

  DOI：

  10.1016/s0040-4020(97)10270-8
• 作为产物：
  描述：

  黄樟素 在 盐酸 、 dimethyl sulfide borane 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 58.33h， 生成 4-(benzo[1,3]dioxol-5-yl)butyric acid methyl ester
  参考文献：
  名称：

  Discovery of LASSBio-772, a 1,3-benzodioxole N-phenylpiperazine derivative with potent alpha 1A/D-Adrenergic receptor blocking properties

  摘要：

  We described herein the discovery of 1-(2-(benzo[d] [1,3]dioxol-6-yl)ethyl)-4-(2-methoxyphenyl) piperazine (LASSBio-772), as a novel potent and selective alpha 1A/1D adrenoceptor (AR) antagonist selected after screening of functionalized N-phenylpiperazine derivatives in phenylephrine-induced vasoconstriction of rabbit aorta rings. The affinity of LASSBio-772 for alpha 1A and alpha 1B AR subtypes was determined through displacement of [(3)H]prazosin binding. We obtained Ki values of 0.14 nM for the alpha 1A-AR, similar to that displayed by tamsulosin (K(i) = 0.13 nM) and 5.55 nM for the alpha 1B-AR, representing a 40-fold higher affinity for alpha 1A-AR. LASSBio-772 also presented high affinity (K(B) = 0.025 nM) for the alpha 1D-AR subtype in the functional rat aorta assay, showing to be equipotent to tamsulosin (K(B) = 0.017 nM). (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.032

文献信息

• Copper-Catalyzed Conjugate Addition of Carbonyls as Carbanion Equivalent via Hydrazones
  作者：Siyi Luo、Marie Peng、Pierre Querard、Chen-Chen Li、Chao-Jun Li

  DOI：10.1021/acs.joc.1c01380

  日期：2021.9.17

  catalyzed by readily available copper complexes at room temperature. The employment of mesitylcopper(I) and electron-rich phosphine bidentate ligand is a key factor affecting reactivity. The reaction allows various aromatic hydrazones to react with diverse conjugated compounds to produce 1,4-adducts in yields of about 20 to 99%.

  铜催化的共轭加成是形成新碳-碳键的经典方法。然而，铜从未在腙化学中显示出对umpolung 碳负离子的催化活性。在此，我们报告了在室温下由容易获得的铜配合物催化的腙的轻松共轭加成。甲基铜（I）和富电子膦双齿配体的使用是影响反应性的关键因素。该反应允许各种芳族腙与各种共轭化合物反应，以约 20% 至 99% 的产率生成 1,4-加合物。
• Tetracyclic compounds as dopamine agonists
  申请人：Abbott Laboratories

  公开号：US05597832A1

  公开（公告）日：1997-01-28

  A tetracyclic compound of the formula: ##STR1## wherein A and the atoms to which it is attached and the optional double bond represent a mono- or di-heterocyclic ring selected from: ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and X are specifically defined, which compounds are useful in the treatment of dopamine-related neurological, psychological and cardiovascular disorders as well as in the treatment of substance abuse and other addictive behavior disorders, cognitive impairment and attention deficit disorder.

  该四环化合物的化学式为：##STR1## 其中A和连接它的原子以及可选的双键表示从以下选择的单环或双环杂环：##STR2## 其中R.sup.1，R.sup.2，R.sup.3，R.sup.4和X具有特定定义。这些化合物在治疗多巴胺相关的神经、心理和心血管疾病以及物质滥用和其他成瘾行为障碍、认知障碍和注意力缺陷障碍方面非常有用。
• Highly Regioselective Anti-Markovnikov Palladium-Borate-Catalyzed Methoxycarbonylation Reactions:  Unprecedented Results for Aryl Olefins
  作者：Tiago O. Vieira、Mike J. Green、Howard Alper

  DOI：10.1021/ol062646n

  日期：2006.12.1

  A general, highly efficient and regioselective methoxycarbonylation, by means of a palladium-salicylicborate-catalyzed protocol, of terminal alkyl and aryl olefins is described. The substrates include aliphatic alkenes, allylbenzenes, and styrene derivatives. The yields are very good (60-92%) and the regioselectivity, in favor of the linear ester, is up to quantitative-unprecedented in the case of styrenes.
• Cambie, Richard C.; Craw, Peter A.; Rutledge, Peter S., Australian Journal of Chemistry, 1988, vol. 41, # 6, p. 897 - 918
  作者：Cambie, Richard C.、Craw, Peter A.、Rutledge, Peter S.、Woodgate, Paul D.

  DOI：——

  日期：——
• Burden, Jonathan K.; Cambie, Richard C.; Craw, Peter A., Australian Journal of Chemistry, 1988, vol. 41, # 6, p. 919 - 933
  作者：Burden, Jonathan K.、Cambie, Richard C.、Craw, Peter A.、Rutledge, Peter S.、Woodgate, Paul D.

  DOI：——

  日期：——