benzyl formylacetate | 108350-22-7

• 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: benzyl formylacetate
• 英文别名: Benzyl 3-oxopropanoate
• CAS: 108350-22-7
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: SWPAYESXDUJNIV-UHFFFAOYSA-N

物化性质

• 沸点：
  273.8±23.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-戊烯-2-醇 、 benzyl formylacetate 在 indium(III) triflate 、 氢气 、 palladium(II) hydroxide 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 10.5h， 以25 mg的产率得到(2S,6S)-(6-methyltetrahydropyran-2-yl)acetic acid
  参考文献：
  名称：

  On the choice of Lewis acids for the Prins reaction; two total syntheses of (±)-Civet

  摘要：

  While developing new variations of the Prins cyclisation reaction, the effect of the choice of Lewis acid on the outcome of the reaction and the product(s) has been investigated, yielding hitherto unseen dihydropyran products in the Prins cyclisation reaction of homoallylic alcohols, and two new modifications of the reaction: the triflate-trapped Prins adduct and the Mukaiyama-Aldol-silyl-Prins reaction. Two of these methods are employed in two complementary total syntheses of the important perfumery compound, (+/-)-Civet. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.019
• 作为产物：
  描述：

  氯甲酸苄酯 在 4-二甲氨基吡啶 、 臭氧 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 benzyl formylacetate
  参考文献：
  名称：

  A Convenient Synthesis of Indole-Substituted 2-Pyrrolidones and Their Cyclized Derivatives

  摘要：

  Condensation between indole, Meldrum's acid, and benzyloxycarbonylacetaldehyde or aminoacetaldehyde derivatives yielded trimolecular adducts 7a-c. The latter were cyclized to indole-substituted 2-pyrrolidones 15a-b or 3-aminopyrrolid-2-ones 18a-b, depending on the starting material. Derivative 18a was transformed into pyrrolo[3',4' :5,6]pyrido[3,4-b]indol-3(2H)-ones 19a and 20a by a Pictet-Spengler condensation with benzaldehyde.

  DOI：

  10.1002/1099-0690(200009)2000:17<3051::aid-ejoc3051>3.0.co;2-3

文献信息

• TRIAZOLE-ISOXAZOLE COMPOUND AND MEDICAL USE THEREOF
  申请人：JAPAN TOBACCO INC.

  公开号：US20160137639A1

  公开（公告）日：2016-05-19

  A compound represented by Formula [I]: or pharmaceutically acceptable salt thereof, wherein each symbol is as defined in the description.

  由式[I]表示的化合物： 或其药学上可接受的盐，其中每个符号如描述中所定义。
• Carlactone-type strigolactones and their synthetic analogues as inducers of hyphal branching in arbuscular mycorrhizal fungi
  作者：Narumi Mori、Kenta Nishiuma、Takuya Sugiyama、Hideo Hayashi、Kohki Akiyama

  DOI：10.1016/j.phytochem.2016.05.012

  日期：2016.10

  chemically and evaluated for hyphal branching-inducing activity in germinating spores of the arbuscular mycorrhizal fungus Gigaspora margarita. Hyphal branching activity was found to correlate with the degree of oxidation at C-19 methyl. Carlactone was only weakly active (100 ng/disc), whereas carlactonoic acid showed comparable activity to the natural canonical strigolactones such as strigol and sorgomol

  宿主根部附近的菌丝分枝是丛枝菌根真菌的宿主识别反应。这种形态事件是由独脚金内酯引起的。独脚金内酯是类胡萝卜素衍生的萜类化合物，由卡拉内酯及其氧化衍生物合成。为了测试卡拉内酯及其氧化衍生物在丛枝菌根共生体中作为宿主来源的预定植信号的可能性，化学合成了卡拉内酯、卡拉内酯酸和卡拉内酯以及单羟基卡拉内酯、4-、18-和 19-羟基卡拉内酯并评估了丛枝菌根真菌 Gigaspora margarita 的萌发孢子中的菌丝分枝诱导活性。发现菌丝支化活性与 C-19 甲基的氧化程度相关。卡拉内酯只有微弱的活性 (100 ng/盘)，而卡拉内酯酸显示出与天然经典独脚金内酯如独脚金和山梨醇 (100 pg/盘) 相当的活性。C-4 或 C-18 的羟基化对活性没有显着影响。通过将甲酰基 Meldrum 酸与苄基、环己基甲基和环香叶醇（A 环部分）反应，然后偶联所得甲酰乙酸酯的烯醇钾，合成了一系列内酯类似物，命名为
• METHOD FOR PRODUCING INDOLE COMPOUND
  申请人：JAPAN TOBACCO INC.

  公开号：US20170253577A1

  公开（公告）日：2017-09-07

  The present invention aims to provide a new method for producing an indole compound or a salt thereof, which has an ITK inhibitory action, and is useful for the prophylaxis or treatment of inflammatory disease. The present invention is a method for producing N-[2-(6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazol-3-yl)-1H-indol-6-yl]-N-methyl-(2S)-2-(morpholin-4-yl)propanamide, which comprises a step of reacting

  本发明旨在提供一种生产吲哚化合物或其盐的新方法，该方法具有ITK抑制作用，并可用于预防或治疗炎症性疾病。本发明涉及一种生产N-[2-(6,6-二甲基-4,5,6,7-四氢-1H-吲唑-3-基)-1H-吲哚-6-基]-N-甲基-(2S)-2-(吗啉-4-基)丙酰胺的方法，包括反应步骤。
• [EN] PEPTIDOMIMETIC AGENTS, SYNTHESIS AND USES THEREOF<br/>[FR] AGENTS PEPTIDOMIMÉTIQUES, SYNTHÈSE ET UTILISATIONS DE CEUX-CI
  申请人：FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH

  公开号：WO2020227588A1

  公开（公告）日：2020-11-12

  Compounds for use in synthesis of peptidomimetic agents; synthesis of peptidomimetic agents; peptidomimetic diagnostic and therapeutic agents; and uses of the compounds and peptidomimetic agents in drug discovery, diagnosis, prevention and treatment of diseases are described.

  描述了用于合成肽类模拟药物的化合物；合成肽类模拟药物；肽类模拟诊断和治疗剂；以及化合物和肽类模拟药物在药物发现、诊断、预防和治疗疾病中的用途。
• [EN] LEFT-HANDED GAMMA-PEPTIDE NUCLEIC ACIDS, METHODS OF SYNTHESIS AND USES THEREFOR<br/>[FR] ACIDES NUCLÉIQUES GAMMA-PEPTIDIQUES À HÉLICE À PAS DE ROTATION À GAUCHE, LEURS PROCÉDÉS DE SYNTHÈSE ET UTILISATIONS
  申请人：UNIV CARNEGIE MELLON

  公开号：WO2015172058A1

  公开（公告）日：2015-11-12

  A method of making optically pure preparations of chiral γΡΝΑ (gamma peptide nucleic acid) monomers is provided. Nanostructures comprising chiral γΡΝΑ structures also are provided. Methods of amplifying and detecting specific nucleic acids, including in situ methods are provided as well as compositions and kits useful in those methods. Lastly, methods of converting nucleobase sequences from right-handed helical PNA, nucleic acid and nucleic acid analog structures to left-handed γΡΝΑ, and vice- versa, are provided.

  提供了制备手性γΡΝΑ（伽马肽核酸）单体的光学纯制备方法。提供了包含手性γΡΝΑ结构的纳米结构。提供了扩增和检测特定核酸的方法，包括原位方法，以及在这些方法中有用的组合物和试剂盒。最后，提供了从右旋螺旋PNA，核酸和核酸类似物结构转化为左旋γΡΝΑ的核碱基序列的方法，反之亦然。