2-(Diethoxy-phosphorylmethyl)-5-methoxy-oxazole-4-carboxylic acid methyl ester | 240116-17-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(Diethoxy-phosphorylmethyl)-5-methoxy-oxazole-4-carboxylic acid methyl ester
• 英文别名: Methyl 2-(diethoxyphosphorylmethyl)-5-methoxy-1,3-oxazole-4-carboxylate
• CAS: 240116-17-0
• 化学式: C₁₁H₁₈NO₇P
• 分子量: 307.24
• InChiKey: NULQFOLFZSBQHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(Diethoxy-phosphorylmethyl)-5-methoxy-oxazole-4-carboxylic acid methyl ester 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 {2-[(E)-3-((2R,3S,4S,5R,6S)-4-Benzyloxy-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-propenyl]-oxazol-4-yl}-methanol
  参考文献：
  名称：

  Synthesis of the enantiopure C15–C26 segment of phorboxazole A and B

  摘要：

  Two approaches towards an enantiopure C15-C26 segment of the phorboxazoles starting from the corresponding C20-C26 aldehyde are presented. A variety of functionalized oxazoles have been synthesized via the rhodium(II) acetate catalyzed cycloaddition of dimethyl diazomalonate to substituted nitriles. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00803-5
• 作为产物：
  描述：

  氰甲基磷酸二乙酯 、 2-叠氮丙二酸二甲酯 在 dirhodium tetraacetate 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以18%的产率得到2-(Diethoxy-phosphorylmethyl)-5-methoxy-oxazole-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of the enantiopure C15–C26 segment of phorboxazole A and B

  摘要：

  Two approaches towards an enantiopure C15-C26 segment of the phorboxazoles starting from the corresponding C20-C26 aldehyde are presented. A variety of functionalized oxazoles have been synthesized via the rhodium(II) acetate catalyzed cycloaddition of dimethyl diazomalonate to substituted nitriles. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00803-5

文献信息

• Structure-Activity Investigations of Analogues of the C15-C26 Phorboxazoles Segment
  作者：P. Wolbers、H. M. R. Hoffmann、F. Sasse

  DOI：10.1055/s-1999-2922

  日期：1999.11

  A variety of analogues of phorboxazole C15-C26 segment have been prepared via three different reaction sequences. Structure activity investigations of the oxazole substitution pattern point to a pharmacophoric lead structure.

  通过三种不同的反应序列，制备了多种酞咔唑 C15-C26 段类似物。对噁唑取代模式的结构活性研究发现了一种药效先导结构。
• Synthesis of the enantiopure C15–C26 segment of phorboxazole A and B
  作者：Peter Wolbers、Andrea M. Misske、H. Martin R.%Hoffinann

  DOI：10.1016/s0040-4039(99)00803-5

  日期：1999.6

  Two approaches towards an enantiopure C15-C26 segment of the phorboxazoles starting from the corresponding C20-C26 aldehyde are presented. A variety of functionalized oxazoles have been synthesized via the rhodium(II) acetate catalyzed cycloaddition of dimethyl diazomalonate to substituted nitriles. (C) 1999 Elsevier Science Ltd. All rights reserved.