4-t-butyl-5-[4-(5-trifluoromethyl-3-isoxazolyl)-3-hydroxyphenyl]-3,3-dimethyl-2,3-dihydrofuran | 457898-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-t-butyl-5-[4-(5-trifluoromethyl-3-isoxazolyl)-3-hydroxyphenyl]-3,3-dimethyl-2,3-dihydrofuran
• 英文别名: 2-(5-Trifluoromethyl-3-isoxazolyl)-5-(3-tert-butyl-4,4-dimethyl-4,5-dihydrofuran-2-yl)phenol；5-(4-tert-butyl-3,3-dimethyl-2H-furan-5-yl)-2-[5-(trifluoromethyl)-1,2-oxazol-3-yl]phenol
• CAS: 457898-57-6
• 化学式: C₂₀H₂₂F₃NO₃
• 分子量: 381.395
• InChiKey: OPFVNDPRFIYFRA-UHFFFAOYSA-N

物化性质

• 沸点：
  468.5±45.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  55.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-t-butyl-5-[4-(5-trifluoromethyl-3-isoxazolyl)-3-hydroxyphenyl]-3,3-dimethyl-2,3-dihydrofuran 在 氧气 、 tetraphenylporphyrin 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3-hydroxy-4-(5-trifluoromethyl-isoxazol-3-yl)-benzoic acid 2,2,4,4-tetramethyl-3-oxo-pentyl ester
  参考文献：
  名称：

  带有3-羟基-4-异恶唑基苯基部分的双环二氧杂环丁烷的合成：新型CIEEL活性二氧杂环丁烷在水性介质中以显着的高效率发光

  摘要：

  合成了带有3-羟基-4-异恶唑基苯基部分（3a – c）的双环二氧杂环丁烷。所有这些二氧环乙烷（3a – c）都经过碱诱导的CIEEL衰减，以在NaOH / H 2 O系统以及TBAF（氟化四丁基铵）/乙腈系统中提供高效的光。其中，带有3-羟基-4- [5-（三氟甲基）异恶唑-3-基]苯基部分（3a）的二氧杂环丁烷在水性体系中以最高的效率发光，其与非质子溶剂体系中所达到的效率平行。3a和母体CIEEL活性二氧杂环丁烷的荧光研究和AM1计算（1）提出，影响水性体系化学发光效率的一个重要因素应该是CIEEL衰变产生的发射体羟基芳烃羧酸酯的氧阴离子的羰基氧位处的氢键键合。

  DOI：

  10.1016/s0040-4039(02)02162-7
• 作为产物：
  描述：

  4-t-butyl-5-[4-(5-trifluoromethyl-3-isoxazolyl)-3-methoxyphenyl]-3,3-dimethyl-2,3-dihydrofuran 在 乙硫醇钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以84%的产率得到4-t-butyl-5-[4-(5-trifluoromethyl-3-isoxazolyl)-3-hydroxyphenyl]-3,3-dimethyl-2,3-dihydrofuran
  参考文献：
  名称：

  带有3-羟基-4-异恶唑基苯基部分的双环二氧杂环丁烷的合成：新型CIEEL活性二氧杂环丁烷在水性介质中以显着的高效率发光

  摘要：

  合成了带有3-羟基-4-异恶唑基苯基部分（3a – c）的双环二氧杂环丁烷。所有这些二氧环乙烷（3a – c）都经过碱诱导的CIEEL衰减，以在NaOH / H 2 O系统以及TBAF（氟化四丁基铵）/乙腈系统中提供高效的光。其中，带有3-羟基-4- [5-（三氟甲基）异恶唑-3-基]苯基部分（3a）的二氧杂环丁烷在水性体系中以最高的效率发光，其与非质子溶剂体系中所达到的效率平行。3a和母体CIEEL活性二氧杂环丁烷的荧光研究和AM1计算（1）提出，影响水性体系化学发光效率的一个重要因素应该是CIEEL衰变产生的发射体羟基芳烃羧酸酯的氧阴离子的羰基氧位处的氢键键合。

  DOI：

  10.1016/s0040-4039(02)02162-7

文献信息

• 1, 2-Dioxetane derivatives and reagents employing them
  申请人：TOSOH CORPORATION

  公开号：US20030207329A1

  公开（公告）日：2003-11-06

  A 1,2-dioxetane derivative of the formula (I): 1 wherein Ar is an aryl group which may have an alkyl group, an aryl group, a halogen atom, an alkoxyl group, a carboxyl group, a formyl group, an alkyl ester, an aryl ester, an alkylketone, an arylketone or a hetero ring bonded thereto, X is a substituent capable of labeling an organic compound or a biological molecule, or an ester, Y is a hydrogen atom, an acyl group or a group of the formula —Si(R 4 R 5 R 6 ) (wherein each of R 4 , R 5 and R 6 which are independent of one another, is an alkyl group or an aryl group), Z is an alkyl group, an aryl group, an oxygen atom, a sulfur atom, a carbonyl group, —(CO)—O—, —O—(CO)—, —NH—, —NH—CO—, —CO—NH—, —OSi(R 7 R 8 )— (wherein each of R 7 and R 8 which are independent of each other, is an alkyl group or aryl group) or a group of the formula —(R 9 R 10 )SiO— (wherein each of R 9 and R 10 which are independent of each other, is an alkyl group or an aryl group), each of R 1 and R 2 is an alkyl group or an aryl group, and R 3 is a spacer.

  Ar是一个可能带有烷基，芳香基，卤素原子，烷氧基，羧基，甲酰基，烷基酯，芳基酯，烷基酮，芳基酮或异环与之结合的芳基，X是能够标记有机化合物或生物分子的取代基，或酯，Y是氢原子，酰基或式—Si(R4R5R6)的基团（其中R4、R5和R6各自独立，是烷基或芳基），Z是烷基，芳基，氧原子，硫原子，羰基，—(CO)—O—，—O—(CO)—，—NH—，—NH—CO—，—CO—NH—，—OSi(R7R8)—（其中R7和R8各自独立，是烷基或芳基）或式—(R9R10)SiO—（其中R9和R10各自独立，是烷基或芳基），R1和R2各自是烷基或芳基，R3是一个间隔物。
• 1, 2-dioxetane derivatives and reagents employing them
  申请人：Matsumoto Masakatsu

  公开号：US20050153365A1

  公开（公告）日：2005-07-14

  A 1,2-dioxetane derivative of the formula (I): wherein Ar is an aryl group which may have an alkyl group, an aryl group, a halogen atom, an alkoxyl group, a carboxyl group, a formyl group, an alkyl ester, an aryl ester, an alkylketone, an arylketone or a hetero ring bonded thereto, X is a substituent capable of labeling an organic compound or a biological molecule, or an ester, Y is a hydrogen atom, an acyl group or a group of the formula —Si(R 4 R 5 R 6 ) (wherein each of R 4 , R 5 and R 6 which are independent of one another, is an alkyl group or an aryl group), Z is an alkyl group, an aryl group, an oxygen atom, a sulfur atom, a carbonyl group, —(CO)—O—, —O—(CO)—, —NH—, —NH—CO—, —CO—NH—, —OSi(R 7 R 8 )— (wherein each of R 7 and R 8 which are independent of each other, is an alkyl group or aryl group) or a group of the formula —(R 9 R 10 )SiO— (wherein each of R 9 and R 10 which are independent of each other, is an alkyl group or an aryl group), each of R 1 and R 2 is an alkyl group or an aryl group, and R 3 is a spacer.

  化合物的化学式为(I)的1,2-二氧杂环丙烷衍生物，其中Ar是一个芳基基团，可以带有一个烷基，一个芳基，一个卤素原子，一个烷氧基，一个羧基，一个甲酰基，一个烷基酯，一个芳基酯，一个烷基酮，一个芳基酮或与之结合的杂环，X是一个能够标记有机化合物或生物分子的取代基或酯基，Y是氢原子，酰基或公式—Si(R4R5R6)的基团（其中R4，R5和R6各自独立地是烷基或芳基），Z是烷基，芳基，氧原子，硫原子，羰基，—(CO)—O—，—O—(CO)—，—NH—，—NH—CO—，—CO—NH—，—OSi(R7R8)—（其中R7和R8各自独立地是烷基或芳基）或公式—(R9R10)SiO—的基团（其中R9和R10各自独立地是烷基或芳基），R1和R2各自是烷基或芳基，而R3是一个间隔基团。
• 1,2-Dioxetane derivatives, luminescent reagents, luminescence methods and measuring methods
  申请人：TOSOH CORPORATION

  公开号：US20020132365A1

  公开（公告）日：2002-09-19

  A 1,2-dioxetane derivative of the formula (I): 1 wherein each of R 1 and R 2 which are independent of each other, is a hydrogen atom, an alkyl group or an aryl group, or R 1 and R 2 may together form a cyclic or polycyclic organic ring group spiro-bonded to the dioxetane ring, R 3 is an alkyl group or an aryl group, or R 3 and R 1 or R 2 may together form a condensed ring containing the dioxetane ring and a hetero atom, and Ar is a group of the formula (A): 2 wherein R 4 is a hydroxyl group , an alkoxyl group, an aralkyloxy group, a group of —OSi(R 5 R 6 R 7 ) (wherein each of R 5 , R 6 and R 7 which are independent of one another, is an alkyl group alky; group or and aryl group), a phosphate group or a group of —S(C═O)R 8 (wherein R 8 is an alkyl group or an aryl group), each of R 9 and R 10 which are independent of each other, is a hydrogen atom, an alkyl group, an aryl group or a halogen atom, X is a halogen atom, and V is an oxygen atom or a sulfur atom, or a group of the formula (B): 3 wherein R 4 is the same as R in the above formula (A), each of R 11 and R 12 which are independent of each other, is a hydrogen atom, an alkyl group, an aryl group or a halogen atom, Y is a halogen atom, and W is an oxygen atom or a sulfur atom.

  公式（I）的1,2-二氧杂环戊烷衍生物，其中R1和R2各自独立地是氢原子、烷基或芳基，或者R1和R2可以共同形成一个环状或多环有机环基，与二氧杂环戊烷环螺合，R3是烷基或芳基，或者R3和R1或R2可以共同形成一个含有二氧杂环戊烷环和杂原子的缩合环，Ar是公式（A）的基团：其中R4是羟基、烷氧基、芳基烷氧基、—OSi（R5R6R7）（其中R5、R6和R7各自独立地是烷基、烷基或芳基），磷酸酯基或—S（C═O）R8（其中R8是烷基或芳基），R9和R10各自独立地是氢原子、烷基、芳基或卤素原子，X是卤素原子，V是氧原子或硫原子，或者公式（B）的基团：其中R4与上述公式（A）中的R相同，R11和R12各自独立地是氢原子、烷基、芳基或卤素原子，Y是卤素原子，W是氧原子或硫原子。
• 1,2-dioxetane derivatives, luminescent reagents, luminescence methods and measuring methods
  申请人：Tosoh Corporation

  公开号：US06982336B2

  公开（公告）日：2006-01-03

  A 1,2-dioxetane derivative of the formula (I): wherein R1–R3 and Ar are defined in the claims is provided.

  提供了公式（I）的1,2-二氧杂环戊烷衍生物，其中R1-R3和Ar在权利要求中定义。
• 1,2-dioxetane derivates and reagents employing them
  申请人：Tosoh Corporation

  公开号：EP1342724A1

  公开（公告）日：2003-09-10

  A 1,2-dioxetane derivative of the formula (I): wherein Ar is an aryl group which may have an alkyl group, an aryl group, a halogen atom, an alkoxyl group, a carboxyl group, a formyl group, an alkyl ester, an aryl ester, an alkylketone, an arylketone or a hetero ring bonded thereto, X is a substituent capable of labeling an organic compound or a biological molecule, or an ester, Y is a hydrogen atom, an acyl group or a group of the formula -Si(R4R5R6) (wherein each of R4, R5 and R6 which are independent of one another, is an alkyl group or an aryl group), Z is an alkyl group, an aryl group, an oxygen atom, a sulfur atom, a carbonyl group, -(CO)-O-, -O-(CO)-, -NH-, -NH-CO-, -CO-NH-, -OSi(R7R8)- (wherein each of R7 and R8 which are independent of each other, is an alkyl group or aryl group) or a group of the formula -(R9R10) SiO- (wherein each of R9 and R10 which are independent of each other, is an alkyl group or an aryl group), each of R1 and R2 is an alkyl group or an aryl group, and R3 is a spacer.

  式(I)的 1,2-二氧杂环丁烷衍生物： 其中 Ar 是芳基，可具有烷基、芳基、卤素原子、烷氧基、羧基、甲酰基、烷基酯、芳基酯、烷基酮、芳基酮或以其键合的杂环、Y 是氢原子、酰基或式 -Si(R4R5R6)的基团（其中 R4、R5 和 R6 各自独立、是烷基或芳基），Z 是烷基、芳基、氧原子、硫原子、羰基、-(CO)-O-、-O-(CO)-、-NH-、-NH-CO-、-CO-NH-、-OSi(R7R8)-（其中 R7 和 R8 各自独立、或式 -(R9R10) SiO- 的基团（其中 R9 和 R10 彼此独立，各自为烷基或芳基），R1 和 R2 各自为烷基或芳基，R3 为间隔物。