(E)-ethyl 2-(diethoxyphosphoryl)-3-(furan-2-yl)acrylate | 53235-83-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-ethyl 2-(diethoxyphosphoryl)-3-(furan-2-yl)acrylate
• 英文别名: Triethylfurfurylidene phosphono acetate；ethyl (E)-2-diethoxyphosphoryl-3-(furan-2-yl)prop-2-enoate
• CAS: 53235-83-9
• 化学式: C₁₃H₁₉O₆P
• 分子量: 302.264
• InChiKey: PCFIESHBNVKORO-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  75
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三甲基溴硅烷 、 (E)-ethyl 2-(diethoxyphosphoryl)-3-(furan-2-yl)acrylate 以90%的产率得到
  参考文献：
  名称：

  ANDREAE S.; GRIMM A., Z. CHEM., 1980, 20, NO 9, 338-339

  摘要：

  DOI：
• 作为产物：
  描述：

  糠醛 、 磷酰基乙酸三乙酯 以71%的产率得到
  参考文献：
  名称：

  ANDREAE S.; SEEBOTH H., J. PRAKT. CHEM., 1979, 321, NO 3, 353-360

  摘要：

  DOI：

文献信息

• A Catalytic Michael/Horner-Wadsworth-Emmons Cascade Reaction for Enantioselective Synthesis of Thiochromenes
  作者：Abhijnan Ray Choudhury、Santanu Mukherjee

  DOI：10.1002/adsc.201300281

  日期：2013.7.8

  A catalytic enantioselective sulfa‐Michael/Horner–Wadsworth–Emmons reaction cascade has been developed, taking advantage of phosphonate as an electrophilic activator and a traceless binding site. Using a chiral bifunctional urea derivative as the catalyst, a variety of aryl and heteroaryl substituted thiochromenes was obtained in excellent yield with a high level of enantioselectivity.

  利用膦酸酯作为亲电子活化剂和无痕结合位点，已开发出催化对映选择性磺胺-Michael / Horner-Wadsworth-Emmons反应级联反应。使用手性双官能脲衍生物作为催化剂，以优异的收率和高的对映选择性获得了各种芳基和杂芳基取代的硫代色素。
• Synthesis of fused 1,2-diazetidinones via an intramolecular Horner-Emmons reaction
  作者：Edward C. Taylor、Huw M. L. Davies

  DOI：10.1021/jo00359a029

  日期：1986.5
• TAYLOR, E. C.;DAVIES, H. M. L., J. ORG. CHEM., 1986, 51, N 9, 1537-1540
  作者：TAYLOR, E. C.、DAVIES, H. M. L.

  DOI：——

  日期：——
• BENZYLIDENE COMPOUNDS COMPRISING PHOSPHONO-GROUPS
  申请人：Wagner Barbara

  公开号：US20110212039A1

  公开（公告）日：2011-09-01

  Disclosed is the use of the compounds of formula (1) wherein R 1 and R 2 independently of one another are hydrogen; unsubstituted or substituted C 1 -C 12 alkyl; unsubstituted or substituted C 3 -C 12 cycloalkyl; unsubstituted or substituted C 6 -C 20 aryl; or unsubstituted or substituted C 2 -C 20 alkenyl; R 3 is PO 3 R 1 R 2 ; COOR 6 ; COR 7 ; CONR 7 R 8 ; —SO 2 R 6 ; CN; unsubstituted or substituted C 6 -C 20 aryl; R 4 is unsubstituted C 6 -C 20 aryl; or C 6 -C 20 aryl which is substituted by at least one C 1 -C 18 alkyl, C 1 -C 18 alkoxy, C 3 -C 12 cycloalkyl, hydroxy, amino, mono- or di-C 1 -C 18 alkylamino, —NR 10 COR 11 or the radical of formula (1a) or unsubstituted or substituted C 4 -C 20 heteroaryl; R 5 is hydrogen; substituted or unsubstituted C 1 -C 20 alkyl; unsubstituted or substituted C 3 -C 12 cycloalkyl; unsubstituted or substituted C 6 -C 20 aryl; or unsubstituted or substituted C 4 -C 20 heteroaryl; or R 4 and R 5 form a cycloaliphatic ring; R 6 , R 7 and R 8 independently from each other are hydrogen; C 1 -C 18 alkyl or C 3 -C 12 cycloalkyl, which may be substituted by one or more E and/or interrupted by one or more D; or C 6 -C 20 aryl, which may be substituted by G; or R 7 and R8 together form a five or six membered ring; D is —CO—; —COO—; —S—; —SO; —SO 2 —; —O—; —NR 9 —; SiR 12 R 13 —; —POR 14 —; —CR 15 ═CR 16 —; or —C≡C—; E is —OR 17 ; —SR 17 ; —NR 10 R 11 ; —NR 10 COR 11 ; —COR 11 ; —COOR 11 ; —CONR 10 R 11 ; —CN; halogen; SO 3 R 18 ; SO 2 R 18 ; PO 3 (R 18 ) 2 ; or PO 2 (R 18 ) 2 ; G is E; C 1 -C 18 alkyl, which is optionally interrupted by D; C 1 -C 18 perfluoroalkyl; C 1 -C 18 alkoxy, which is optionally substituted by E and/or interrupted by D; wherein R 9 , R 10 and R 11 , independently of each other are hydrogen; C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; C 1 -C 18 alkyl, which is optionally interrupted by —O—; or R 10 and R 11 together form a five or six membered ring; R 12 and R 13 independently of each other are hydrogen; C 1 -C 18 alkyl; or C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl; R 14 is C 1 -C 18 alkyl; or C 6 -C 18 aryl, which is optionally substituted by C 1 -C 18 alkyl; R 15 and R 16 independently of each other are hydrogen; C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; or C 1 -C 18 alkyl which is optionally interrupted by —O—; R 17 is H; C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; or C 1 -C 18 alkyl which is optionally interrupted by —O—; and R 18 is hydrogen; C 6 -C 18 aryl, which is optionally substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; or C 1 -C 18 alkyl, which is optionally interrupted by —O—; for the protecting of human and animal hair and skin from UV radiation. The UV filters of the present invention represent oil-soluble substances which advantageously absorb in the UV-A and UV-B region.
• US8529877B2
  申请人：——

  公开号：US8529877B2

  公开（公告）日：2013-09-10