3-苄氧基丙酸甲酯 | 4126-60-7

• 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: 3-苄氧基丙酸甲酯
• 中文别名: 3-(苄氧基)丙酸甲酯
• 英文名称: methyl 3-(benzyloxy)propanoate
• 英文别名: 3-Benzyloxy-propionsaeure-methylester；methyl 3-phenylmethoxypropanoate
• CAS: 4126-60-7
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: PLLAGNDLRNXFLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  室温且干燥

反应信息

• 作为反应物：
  描述：

  3-苄氧基丙酸甲酯 在 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.5h， 生成 5-methyl-2-{2-[(phenylmethyl)oxy]ethyl}[1,2,4]triazolo[1,5-a]pyrimidin-7-ol
  参考文献：
  名称：

  Structure-Guided Lead Optimization of Triazolopyrimidine-Ring Substituents Identifies Potent Plasmodium falciparum Dihydroorotate Dehydrogenase Inhibitors with Clinical Candidate Potential

  摘要：

  Drug therapy is the mainstay of antimalarial therapy, yet current drugs are threatened by the development of resistance. In an effort to identify new potential antimalarials, we have undertaken a lead optimization program around our previously identified triazolopyrimidine-based series of Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitors. The X-ray structure of PfDHODH was used to inform the medicinal chemistry program allowing the identification of a potent and selective inhibitor (DSM265) that acts through DHODH inhibition to kill both sensitive and drug resistant strains of the parasite. This compound has similar potency to chloroquine in the humanized SCID mouse P. falciparum model, can be synthesized by a simple route, and rodent pharmaco-kinetic studies demonstrated it has excellent oral bioavailability, a long half-life and low clearance. These studies have identified the first candidate in the triazolopyrimidine series to meet previously established progression criteria for efficacy and ADME properties, justifying further development of this compound toward clinical candidate status.

  DOI：

  10.1021/jm200592f
• 作为产物：
  描述：

  3-苄氧基-1-丙醇 在 bismuth(III) nitrate 、 碲化氢 、 5%-palladium/activated carbon 作用下， 以 甲醇 为溶剂， 50.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 以75%的产率得到3-苄氧基丙酸甲酯
  参考文献：
  名称：

  Conversion of alcohols to alkyl esters and carboxylic acids using heterogeneous palladium-based catalysts

  摘要：

  揭示了从有机醇合成酯或羧酸的方法。为了形成酯，需要在氧气气氛中将醇与甲醇或乙醇反应。该反应在存在包括钯和一种共催化剂（包括铋、碲、铅、铈、钛、锌和/或铌，最好至少包括铋和碲）的催化剂的情况下发生。或者，该催化剂也可用于在反应混合物中添加水时从该醇中生成酸。

  公开号：

  US09593064B2

文献信息

• A Highly Convergent Approach toward (−)-Brevenal
  作者：Michael T. Crimmins、Mariam Shamszad、Anita E. Mattson

  DOI：10.1021/ol1008203

  日期：2010.6.4

  Construction of the AB-ring and E-ring cyclic ether fragments was achieved through asymmetric alkylation/ring-closing metathesis strategies. A Horner−Wadsworth−Emmons olefination was used in a key bond-forming step to couple the advanced cyclic fragments and enable rapid access to the AB-E ring system.

  报告了向高度收敛、不对称合成 brevenal 的进展。AB 环和 E 环环醚片段的构建是通过不对称烷基化/闭环复分解策略实现的。Horner-Wadsworth-Emmons 烯化用于关键的键形成步骤，以耦合高级环状片段并能够快速进入 AB-E 环系统。
• Pyrazole derivatives
  申请人：Edwards John Paul

  公开号：US20050054707A1

  公开（公告）日：2005-03-10

  This invention relates to pyrazole derivatives of formula (I) or pharmaceutically acceptable salts, solvates or derivative thereof, wherein R 1 to R 4 are defined in the description, and to processes for the preparation thereof, intermediates used in their preparation of, compositions containing them and the uses of such derivatives. The compounds of the present invention bind to the enzyme reverse transcriptase and are modulators, especially inhibitors thereof. As such the compounds of the present invention are useful in the treatment of a variety of disorders including those in which the inhibition of reverse transcriptase is implicated. Disorders of interest include those caused by Human Immunodificiency Virus (HIV) and genetically related retroviruses, such as Acquired Immune Deficiency Syndrome (AIDS).

  本发明涉及式(I)的吡唑衍生物或其药用可接受的盐、溶剂化合物或衍生物，其中R1至R4在描述中有定义，以及其制备方法、用于制备它们的中间体、含有它们的组合物以及这些衍生物的用途。本发明的化合物结合到酶逆转录酶，并且是调节剂，特别是其抑制剂。因此，本发明的化合物在治疗各种疾病中有用，包括那些与逆转录酶抑制有关的疾病。感兴趣的疾病包括由人类免疫缺陷病毒（HIV）和与之遗传相关的逆转录病毒引起的疾病，例如获得性免疫缺陷综合征（AIDS）。
• [EN] TREX1 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE TREX1 ET LEURS UTILISATIONS
  申请人：TEMPEST THERAPEUTICS INC

  公开号：WO2021263079A1

  公开（公告）日：2021-12-30

  Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds for inhibiting three prime repair exonuclease 1 ("TREX1").

  本文描述了化合物、制备这种化合物的方法、包含这种化合物的药物组合物和药物，以及利用这种化合物抑制三端修复外切酶1（"TREX1"）的方法。
• Rhodium-Catalyzed Oxygenative Addition to Terminal Alkynes for the Synthesis of Esters, Amides, and Carboxylic Acids
  作者：Insu Kim、Chulbom Lee

  DOI：10.1002/anie.201303669

  日期：2013.9.16

  A gem of a couple: The title reaction of terminal alkynes with O and N nucleophiles proceeds in the presence of [Rh(cod)Cl}2], P(4‐FC6H4)3, and 4‐picoline N‐oxide. Alcohols, amines, and water add to the terminal alkynes to give esters, amides, and carboxylic acids, respectively. The reaction involves formation of a rhodium vinylidene, oxidation to a ketene by oxygen transfer, and nucleophilic addition

  一对夫妇的宝石：与O和N亲核试剂在[的Rh（COD）氯}存在所得末端炔烃的标题反应2 ]，P（4-FC 6 H ^ 4）3，和4-甲基吡啶ñ -氧化物。醇，胺和水加到末端炔烃中，分别得到酯，酰胺和羧酸。该反应包括形成亚乙烯基铑，通过氧转移氧化成烯酮，以及亲核加成。
• Efficient three-step sequence for the deamination of α-aminoesters. Application to the synthesis of CysLT1 antagonists
  作者：Alfredo González、Daniel Pérez、Carles Puig、Hamish Ryder、Jordi Sanahuja、Laia Solé、Jordi Bach

  DOI：10.1016/j.tetlet.2009.03.118

  日期：2009.6

  and efficient three-step sequence for the deamination of α-aminoesters is reported. This method is based on the NaBH4-mediated selective reduction of α-diazoesters to α-hydrazonoesters and has been successfully applied to the deamination of several representative α-aminoesters including some l-cysteine ethyl ester derivatives, key intermediates in the synthesis of a series of CysLT1 antagonists.

  报道了一种用于α-氨基酯的脱氨的实用且有效的三步顺序。该方法基于NaBH 4介导的将α-重氮酸酯选择性还原为α-肼基酸酯的方法，已成功应用于多种代表性的α-氨基酯的脱氨反应，包括一些1-半胱氨酸乙酯衍生物，这是合成α-半胱氨酸的关键中间体。 CysLT1拮抗剂系列。