(6-Methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-ylmethyl)-phosphonic acid diethyl ester | 908333-82-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (6-Methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-ylmethyl)-phosphonic acid diethyl ester
• 英文别名: 2-(Diethoxyphosphorylmethyl)-6-methoxy-3,5-dimethylpyran-4-one
• CAS: 908333-82-4
• 化学式: C₁₃H₂₁O₆P
• 分子量: 304.28
• InChiKey: GTWOJXOIFVCTIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6-Methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-ylmethyl)-phosphonic acid diethyl ester 在 camphor-10-sulfonic acid 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 23.5h， 生成 2-[(1E,5E,7E,9R,10R,11E)-10-hydroxy-3-methoxy-3,7,9,11-tetramethyltrideca-1,5,7,11-tetraenyl]-6-methoxy-3,5-dimethylpyran-4-one
  参考文献：
  名称：

  The first total synthesis and structural determination of actinopyrone A

  摘要：

  Actinopyrone A (1) has been synthesized by using our developed remote stereoinduction, Kocienski olefination, Horner-Wadsworth-Emmons olefination, and reductive de-conjugation of the vinylpyrone. A concise method of O-methylation to obtain the gamma-pyrone has also been established. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.028
• 作为产物：
  描述：

  2-甲氧基-3,5,6-三甲基吡喃-4-酮 在 N-氯代丁二酰亚胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 7.5h， 生成 (6-Methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-ylmethyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  The first total synthesis and structural determination of actinopyrone A

  摘要：

  Actinopyrone A (1) has been synthesized by using our developed remote stereoinduction, Kocienski olefination, Horner-Wadsworth-Emmons olefination, and reductive de-conjugation of the vinylpyrone. A concise method of O-methylation to obtain the gamma-pyrone has also been established. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.028

文献信息

• A Scaffold-Tree-Merging Strategy for Prospective Bioactivity Annotation of γ-Pyrones
  作者：Stefan Wetzel、Wolfram Wilk、Samy Chammaa、Bianca Sperl、Anke G. Roth、Aybike Yektaoglu、Steffen Renner、Thorsten Berg、Christoph Arenz、Athanassios Giannis、Tudor I. Oprea、Daniel Rauh、Markus Kaiser、Herbert Waldmann

  DOI：10.1002/anie.200906555

  日期：2010.5.10

  target setting: The merging of natural product and non‐natural product based hierarchical scaffold trees annotated with bioactivity (see schematic illustration) together with brachiation along structural lines of biological relevance provides a novel strategy for the prospective identification of protein targets for compound collections inspired by natural product structures.

  战术目标设定：将天然产物和基于非天然产物的具有生物活性的分级支架树（参见示意图）与沿生物相关性结构分支的分支合并在一起，为前瞻性鉴定化合物靶标的蛋白质靶标提供了一种新颖的策略通过自然产品结构。