ethyl formamido(diethylphosphono)acetate | 136307-90-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl formamido(diethylphosphono)acetate
• 英文别名: Ethyl 2-diethoxyphosphoryl-2-formamidoacetate
• CAS: 136307-90-9
• 化学式: C₉H₁₈NO₆P
• 分子量: 267.219
• InChiKey: JZTFOGPWNKYQLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  庚醛 、 ethyl formamido(diethylphosphono)acetate 生成 (Z)-2-Isocyano-non-2-enoic acid ethyl ester
  参考文献：
  名称：

  Highly convergent approach to the synthesis of the epoxy-amide fragment of the azinomycins

  摘要：

  An efficient synthesis of the alpha-acyl amide fragment of the azinomycin antibiotics has been accomplished using the Passerini three-component condensation. Good diastereoselectivity was observed for a variety of isocyanide precursors.

  DOI：

  10.1016/s0040-4039(00)79381-6
• 作为产物：
  描述：

  N-甲酰基甘氨酸乙酯 、 亚磷酸三乙酯 在 N-溴代丁二酰亚胺(NBS) 作用下， 生成 ethyl formamido(diethylphosphono)acetate
  参考文献：
  名称：

  Highly convergent approach to the synthesis of the epoxy-amide fragment of the azinomycins

  摘要：

  An efficient synthesis of the alpha-acyl amide fragment of the azinomycin antibiotics has been accomplished using the Passerini three-component condensation. Good diastereoselectivity was observed for a variety of isocyanide precursors.

  DOI：

  10.1016/s0040-4039(00)79381-6

文献信息

• Synthesis of Carbocycles via Intramolecular Conjugate Additions:  Total Syntheses of Axane Sesquiterpenoids
  作者：Alyx-Caroline Guevel、David J. Hart

  DOI：10.1021/jo951532e

  日期：1996.1.1

  Syntheses of (+/-)-axamide-1 (2) and (+/-)-axisonitrile-1 (1) are described. The syntheses require 12 steps and 13 steps, respectively, from vinylogous ester 8 and feature the diastereoselective cyclization of unsaturated ester 7 to perhydroindan 5. Some interesting reactions of the organometallic derived from [(trimethylsilyl)methyl]magnesium chloride and cerium trichloride are also described.

  描述了（+/-）-ax酰胺-1（2）和（+/-）-轴腈-1（1）的合成。合成需要分别从乙烯基酯8到12步和13步，并且具有不饱和酯7到非氢茚满5的非对映选择性环化的特点。还描述了一些有趣的有机金属化合物的反应，这些有机金属化合物来自[[（三甲基甲硅烷基）甲基]氯化镁和三氯化铈。 。
• Highly convergent approach to the synthesis of the epoxy-amide fragment of the azinomycins
  作者：Edmund J. Moran、Robert W. Armstrong

  DOI：10.1016/s0040-4039(00)79381-6

  日期：1991.7

  An efficient synthesis of the alpha-acyl amide fragment of the azinomycin antibiotics has been accomplished using the Passerini three-component condensation. Good diastereoselectivity was observed for a variety of isocyanide precursors.