2-(trimethylsilyl)ethyl 2-bromo-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-5H-thiazolo[3,2-a]pyridine-3-carboxylate | 1345974-39-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(trimethylsilyl)ethyl 2-bromo-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-5H-thiazolo[3,2-a]pyridine-3-carboxylate
• 英文别名: 2-Trimethylsilylethyl 2-bromo-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-[1,3]thiazolo[3,2-a]pyridine-3-carboxylate
• CAS: 1345974-39-1
• 化学式: C₂₇H₂₈BrNO₃SSi
• 分子量: 554.58
• InChiKey: NMZRURKPECDQAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.24
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl 2-bromo-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-5H-thiazolo[3,2-a]pyridine-3-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.34h， 生成 2-(trimethylsilyl)ethyl 8-cyclopropyl-2-ethynyl-7-(naphthalen-1-ylmethyl)-5-oxo-5H-thiazolo[3,2-a]pyridine-3-carboxylate
  参考文献：
  名称：

  A Selective Intramolecular 5-exo-dig or 6-endo-dig Cyclization en Route to 2-Furanone or 2-Pyrone Containing Tricyclic Scaffolds

  摘要：

  Ringfused bicyclic 2-pyridones exhibit interesting biological properties against pili assembly in uropathogenic Escherichia coli (Pinkner, J. S. et al. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 17897-17902; Aberg, V. et al. Org. Biomol. Chem. 2007, 5, 1827-1834) as well as curli formation (Cegelski, L. et al. Nat. Chem. Biol. 2009, 5, 913-919). In the search for new ring-fused central fragments, highly selective synthetic routes to the 2-furanone or 2-pyrone containing tricyclic scaffolds 1 and 2 have been developed.

  DOI：

  10.1021/jo201952p
• 作为产物：
  描述：

  methyl (3R)-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-2,3-dihydro-5H-[1,3 ]thiazolo[3,2-a]pyridine-3-carboxylate 在 草酰氯 、 三氯溴甲烷 、 sodium hydride 、 N,N-二甲基甲酰胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 2-(三甲硅基)乙醇 、 乙腈 为溶剂， 反应 8.83h， 生成 2-(trimethylsilyl)ethyl 2-bromo-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-5H-thiazolo[3,2-a]pyridine-3-carboxylate
  参考文献：
  名称：

  A Selective Intramolecular 5-exo-dig or 6-endo-dig Cyclization en Route to 2-Furanone or 2-Pyrone Containing Tricyclic Scaffolds

  摘要：

  Ringfused bicyclic 2-pyridones exhibit interesting biological properties against pili assembly in uropathogenic Escherichia coli (Pinkner, J. S. et al. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 17897-17902; Aberg, V. et al. Org. Biomol. Chem. 2007, 5, 1827-1834) as well as curli formation (Cegelski, L. et al. Nat. Chem. Biol. 2009, 5, 913-919). In the search for new ring-fused central fragments, highly selective synthetic routes to the 2-furanone or 2-pyrone containing tricyclic scaffolds 1 and 2 have been developed.

  DOI：

  10.1021/jo201952p

文献信息

• [EN] RING-FUSED THIAZOLINO 2-PYRIDONES, METHODS FOR PREPARATION THEREOF AND THEIR USE IN THE TREATMENT AND/OR PREVENTION OF A DISEASE INVOLVING GRAM-POSITIVE BACTERIA<br/>[FR] THIAZOLINO 2-PYRIDONES À CYCLES FUSIONNÉS, LEURS PROCÉDÉS DE PRÉPARATION ET LEUR UTILISATION DANS LE TRAITEMENT ET/OU LA PRÉVENTION DE MALADIE IMPLIQUANT DES BACTÉRIES À GRAM POSITIF
  申请人：QURETECH BIO AB

  公开号：WO2018229141A1

  公开（公告）日：2018-12-20

  The present disclosure provides a compound of Formula I, or a pharmaceutically acceptable salt thereof, optionally in combination with a drug against a disease involving gram-positive bacteria.

  本公开提供一种I式化合物，或其药学上可接受的盐，可选地与一种针对涉及革兰氏阳性细菌疾病的药物组合使用。
• A Selective Intramolecular 5-<i>exo</i>-dig or 6-<i>endo</i>-dig Cyclization en Route to 2-Furanone or 2-Pyrone Containing Tricyclic Scaffolds
  作者：Christoffer Bengtsson、Fredrik Almqvist

  DOI：10.1021/jo201952p

  日期：2011.12.2

  Ringfused bicyclic 2-pyridones exhibit interesting biological properties against pili assembly in uropathogenic Escherichia coli (Pinkner, J. S. et al. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 17897-17902; Aberg, V. et al. Org. Biomol. Chem. 2007, 5, 1827-1834) as well as curli formation (Cegelski, L. et al. Nat. Chem. Biol. 2009, 5, 913-919). In the search for new ring-fused central fragments, highly selective synthetic routes to the 2-furanone or 2-pyrone containing tricyclic scaffolds 1 and 2 have been developed.