3-methoxy-2-methylacrylic acid | 56674-63-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯酯类
• 英文名称: 3-methoxy-2-methylacrylic acid
• 英文别名: (E)-3-methoxy-2-methylacrylic acid；(2E)-3-methoxy-2-methyl-2-propenoic acid；(E)-3-methoxy-2-methylprop-2-enoic acid
• CAS: 56674-63-6
• 化学式: C₅H₈O₃
• 分子量: 116.117
• InChiKey: JQEBZBUGQPSANC-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  3-methoxy-2-methylacrylic acid 在 草酰氯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 20.0h， 生成 (S)-tert-butyl (3-3-(((2E)-3-methoxy-2-methylprop-2-enoyl)carbamoyl)amino)piperidine-1-carboxylate
  参考文献：
  名称：

  Discovery of Selective and Potent Inhibitors of Gram-Positive Bacterial Thymidylate Kinase (TMK)

  摘要：

  Thymidylate kinase (TMK) is an essential enzyme in bacterial DNA synthesis. The deoxythymidine monophosphate (dTMP) substrate binding pocket was targeted in rational-design, structure-supported effort, yielding a unique series of antibacterial agents showing a novel, induced-fit binding mode. Lead optimization, aided by X-ray crystallography, led to picomolar inhibitors of both Streptococcus pneumoniae and Staphylococcus aureus TMK. MICs < 1 mu g/mL were achieved against methicillin-resistant S. aureus (MRSA), S. pneumoniae, and vancomycin-resistant. Enterococcus (VRE). Log D adjustments yielded single diastereomers 14 (TK-666) and 46, showing a broad antibacterial spectrum against Gram-positive bacteria and excellent selectivity against the human thymidylate kinase ortholog.

  DOI：

  10.1021/jm3011806
• 作为产物：
  描述：

  3-甲氧基甲基丙烯酸甲酯 生成 3-methoxy-2-methylacrylic acid
  参考文献：
  名称：

  从环戊二烯到异恶唑啉-碳环核苷：通过亚硝基羰基化学快速获取生物分子

  摘要：

  提议从环戊二烯开始快速获得含有稠合的异恶唑啉环的碳环核苷。该路线涉及亚硝基羰基苯的杂Diels-Alder环加成反应，然后是腈的1，3-偶极环加成，N-O链断裂，以及通过嘌呤和嘧啶杂环的线性构建将杂环氨基分解为核苷。

  DOI：

  10.1016/j.tet.2004.02.057

文献信息

• [EN] PHOSPHONUCLEOSIDES USEFUL IN THE TREATMENT OF VIRAL DISORDERS<br/>[FR] PHOSPHONUCLÉOSIDES UTILES DANS LE TRAITEMENT DE TROUBLES VIRAUX
  申请人：UNIV CORK

  公开号：WO2014079903A1

  公开（公告）日：2014-05-30

  A first aspect of the invention relates to a compound of formula (I), or a pharmaceutically acceptable salt or prodrug thereof, wherein the groups are as defined in the claims. Further aspects of the invention relate to pharmaceutical compositions comprising compounds of formula (I), and the use of compounds of formula (I) in the preparation of a medicament for treating a viral disorder.

  本发明的第一个方面涉及式(I)的化合物，或其药学上可接受的盐或前药，其中所述基团如权利要求中所定义。本发明的进一步方面涉及包括式(I)化合物的药物组合物，以及使用式(I)化合物制备治疗病毒性疾病的药物。
• Synthesis of neplanocin F analogues as potential antiviral agents
  作者：Hongwang Zhang、Raymond F. Schinazi、Chung K. Chu

  DOI：10.1016/j.bmc.2006.09.007

  日期：2006.12

  Neplanocin F is a natural carbocyclic nucleoside. Herein, we describe the synthesis and antiviral activity of (+/-)-5'-deoxy-neplanocin F analogues. The key intermediate 4, synthesized from the commercially available (+/-)-2-azabicyclo[2.2.1]-hept-5-en-3-one (ABH), was utilized to prepare the target nucleosides. Among the target compounds, 5'-deoxyneplanocin F adenine exhibited moderate anti-HIV activity

  Neplanocin F是天然的碳环核苷。在本文中，我们描述了（+/-）-5'-脱氧-neplanocin F类似物的合成和抗病毒活性。由市售的（+/-）-2-氮杂双环[2.2.1]-庚-5-烯-3-酮（ABH）合成的关键中间体4，用于制备目标核苷。在目标化合物中，5'-脱氧内啡肽F腺嘌呤在人淋巴细胞中表现出中等的抗HIV活性，而没有任何明显的细胞毒性。
• Stereoselective Synthesis of Novel Types of Cyclopropyl Carbocyclic Nucleosides Containing Quaternary Stereogenic Centers
  作者：Elena Muray、Joan Rifé,、Vicenç Branchadell、Rosa M. Ortuño

  DOI：10.1021/jo025599v

  日期：2002.6.1

  of cyclopropyl carbocyclic nucleosides are described. The target products have been synthesized from suitable cyclopropane precursors obtained, in turn, from olefinic compounds derived from D-glyceraldehyde as a chiral precursor. Selective manipulation of the functional groups has allowed the preparation of enantiopure nucleosides, some of them displaying opposite chirality. All these molecules contain

  描述了新型的环丙基碳环核苷的多功能和立体控制合成词条。已经从合适的环丙烷前体合成了目标产物，所述合适的环丙烷前体又从作为手性前体的D-甘油醛衍生的烯烃化合物获得。官能团的选择性操作允许制备对映体纯的核苷，其中一些显示相反的手性。所有这些分子在环丙烷环的C-1或C-3处含有一个立体立体碳，并带有一个氨基，羟甲基或甲基作为附加取代基。在一种情况下，胸腺嘧啶直接与环丙烷连接。亚甲基单元用作其他合成核苷中的间隔基。
• A synthetic approach to a novel class of enantiopure cyclopentyl carbocyclic nucleosides and related compounds
  作者：Miguel Díaz、Rosa M. Ortuño

  DOI：10.1016/s0957-4166(97)00401-1

  日期：1997.10

  A synthetic entry to a novel class of cyclopentyl carbocyclic nucleosides and other functional derivatives, in enantiopure form, is presented. As a structural feature of these compounds, the base-moiety is separated from the carbocyclic ring by a C-2-chain containing a quaternary stereogenic center and additional chemical functions. (C) 1997 Elsevier Science Ltd.
• Synthesis of Novel Cyclopropyl Carbocyclic Nucleosides from (−)-(<i>Z</i>)-2,3-Methanohomoserine
  作者：Joan Rifé、Rosa M. Ortuño

  DOI：10.1021/ol990203w

  日期：1999.10.1

  [GRAPHICS]The new cyclopropyl carbocyclic nucleosides 1 and 2 have been synthesized by following short and efficient routes starting from conveniently protected (-)-(Z)-methanohomoserine derivative 3. Both products 1 and 2 bear a quaternary stereogenic center and have opposite chirality, Moreover, the adenine derivative 2 belongs to a new class of cyclopropyl nucleoside showing an amino alcohol function at C-1 in addition to a methylene spacer between the base and the carbocyclic ring.