Ethyl α-<2-(diethoxymethyl)phenyl>-α-(diethoxyphosphinyl)acetate | 152303-02-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl α-<2-(diethoxymethyl)phenyl>-α-(diethoxyphosphinyl)acetate
• 英文别名: Ethyl 2-[2-(diethoxymethyl)phenyl]-2-diethoxyphosphorylacetate
• CAS: 152303-02-1
• 化学式: C₁₉H₃₁O₇P
• 分子量: 402.425
• InChiKey: HUFGCAWTVSRNQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ethyl α-<2-(diethoxymethyl)phenyl>-α-(diethoxyphosphinyl)acetate 以95%的产率得到
  参考文献：
  名称：

  Minami Toru, Isonaka Takeshi, Okada Yoshiharu, Ichikawa Junji, J. Org. Chem, 58 (1993) N 25, S 7009-7015

  摘要：

  DOI：
• 作为产物：
  描述：

  2-碘苯甲醛乙二醇缩酮 在 盐酸 、 copper(l) iodide 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.34h， 生成 Ethyl α-<2-(diethoxymethyl)phenyl>-α-(diethoxyphosphinyl)acetate
  参考文献：
  名称：

  Copper(I) salt-mediated arylation of phosphinyl-stabilized carbanions and synthetic application to heterocyclic compounds

  摘要：

  The copper-mediated reaction of phosphinyl-stabilized carbanions 2a-c with aryl halides 1a-i in DMF or HMPA produced (arylmethyl)phosphonates 3-11 in good yields. Similar treatment of N-(2-iodophenyl)- and N-(2-iodophenyl)-N-methyl-alpha-(diethoxyphosphinyl)acetamides (12 and 14) led to 2-[(diethoxyphosphinyl)methyl]benzoxazole (13) and 1-methyl-3-(diethoxyphosphinyl)oxindole (15) in 71 and 85% yields, respectively. 4-(Ethoxycarbonyl)-3,4-dihydroisoquinoline N-oxide (33) was synthesized by the reaction of ethyl alpha-(o-formylphenyl)acrylate (31), derived from 6 and paraformaldehyde,with hydroxylamine. The cycloaddition of 33 to olefins such as dimethyl maleate, methyl acrylate, and styrene was studied.

  DOI：

  10.1021/jo00077a018

文献信息

• Minami Toru, Isonaka Takeshi, Okada Yoshiharu, Ichikawa Junji, J. Org. Chem, 58 (1993) N 25, S 7009-7015
  作者：Minami Toru, Isonaka Takeshi, Okada Yoshiharu, Ichikawa Junji

  DOI：——

  日期：——
• Copper(I) salt-mediated arylation of phosphinyl-stabilized carbanions and synthetic application to heterocyclic compounds
  作者：Toru Minami、Takeshi Isonaka、Yoshiharu Okada、Junji Ichikawa

  DOI：10.1021/jo00077a018

  日期：1993.12

  The copper-mediated reaction of phosphinyl-stabilized carbanions 2a-c with aryl halides 1a-i in DMF or HMPA produced (arylmethyl)phosphonates 3-11 in good yields. Similar treatment of N-(2-iodophenyl)- and N-(2-iodophenyl)-N-methyl-alpha-(diethoxyphosphinyl)acetamides (12 and 14) led to 2-[(diethoxyphosphinyl)methyl]benzoxazole (13) and 1-methyl-3-(diethoxyphosphinyl)oxindole (15) in 71 and 85% yields, respectively. 4-(Ethoxycarbonyl)-3,4-dihydroisoquinoline N-oxide (33) was synthesized by the reaction of ethyl alpha-(o-formylphenyl)acrylate (31), derived from 6 and paraformaldehyde,with hydroxylamine. The cycloaddition of 33 to olefins such as dimethyl maleate, methyl acrylate, and styrene was studied.