allyl 2-(dimethoxyphosphoryl)-2-phenylacetate | 1422529-98-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: allyl 2-(dimethoxyphosphoryl)-2-phenylacetate
• 英文别名: Prop-2-enyl 2-[dimethoxy(oxido)phosphaniumyl]-2-phenylacetate
• CAS: 1422529-98-3
• 化学式: C₁₃H₁₇O₅P
• 分子量: 284.249
• InChiKey: QVGVZIABNXXTDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  三甲氧基磷 、 allyl 2-diazo-2-phenylacetate 以 二氯甲烷 为溶剂， 以66 %的产率得到allyl 2-(dimethoxyphosphoryl)-2-phenylacetate
  参考文献：
  名称：

  Chemodivergent phosphonylation of diazocarboxylates: light-on vs. light-off reactions

  摘要：

  The reaction between a-diazocarboxylates and trialkylphosphites under thermal and photochemical conditions results into N–P and C–P bond formation, respectively. The diazo substrates act as electrophiles in the former case and as carbene precursors in the later case.

  DOI：

  10.1039/d4ob00573b

文献信息

• Continuous-flow generation of diazoesters and their direct use in S–H and P–H insertion reactions: synthesis of α-sulfanyl, α-sulfonyl, and α-phosphono carboxylates
  作者：Hannah E. Bartrum、David C. Blakemore、Christopher J. Moody、Christopher J. Hayes

  DOI：10.1016/j.tet.2013.01.020

  日期：2013.3

  The synthesis of α-sulfanyl, α-sulfonyl, and α-phosphono carboxylates has been achieved using a two-step procedure involving the in-flow generation of diazoesters from sulfonylhydrazones, via Bamford–Stevens elimination, and then subsequent S–H, sulfinate, and P–H carbene insertion reactions. The method for α-sulfonyl ester is particularly noteworthy as it represents a very atom economic (‘green’)

  α-硫烷基，α-磺酰基和α-膦酰基羧酸酯的合成已通过两步程序完成，涉及从磺酰hydr通过Bamford-Stevens消除流程流入重氮酯的过程，然后再进行SH和亚磺酸盐的合成。和PH卡宾插入反应。α-磺酰基酯的方法特别值得注意，因为它代表了一种非常经济的原子（“绿色”）获取产品的方式，并且完全避免了使用卤代烷。