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1,2-dioxetane derivative and preparation method thereof

A technology of dioxetane and its derivatives, which is applied in the field of 1,2-dioxetane derivatives and its preparation, can solve problems such as weak luminous intensity, and achieve the effect of simple preparation process

Active Publication Date: 2017-04-26
SICHUAN ORIENTER BIOLOGICAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The invention provides a 1,2-dioxetane derivative and a preparation method thereof, aiming to solve the problem that AMPPD is used to prepare chemiluminescent substrates in the prior art, and the luminous intensity is weak

Method used

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  • 1,2-dioxetane derivative and preparation method thereof
  • 1,2-dioxetane derivative and preparation method thereof
  • 1,2-dioxetane derivative and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] A kind of 1,2-dioxetane derivative, general structural formula is as shown in formula (I):

[0057]

[0058] Wherein, n is an integer between 0 and 5; F is a fluorescent group, and the structural formula of the fluorescent group F is the following formula (f1):

[0059]

[0060] refer to figure 1 , the preparation method of 1,2-dioxetane derivative is as follows:

[0061] a, compound (II) and compound (III) generate compound (IV) under the action of titanium trichloride and lithium aluminum hydride; wherein,

[0062] Compound (II) structural formula is as follows:

[0063]

[0064] Compound (III) structural formula is as follows:

[0065]

[0066] Compound (IV) structural formula is as follows:

[0067]

[0068] The preparation process of compound (IV) is as follows:

[0069] Add 200ml tetrahydrofuran to a dry three-necked flask, stir in an ice-water bath for 30 minutes, add titanium trichloride (24.5g, 0.16mol), add lithium aluminum hydride (3.0g, 0.0...

Embodiment 2

[0089] A kind of 1,2-dioxetane derivative, general structural formula is as shown in formula (I):

[0090]

[0091] Wherein, n is an integer between 0 and 5; F is a fluorescent group, and the structural formula of the fluorescent group F is the following formula (f2):

[0092]

[0093] refer to figure 1 , the preparation method of 1,2-dioxetane derivative is as follows: comprise the following steps successively:

[0094] a, compound (II) and compound (III) generate compound (IV) under the action of titanium trichloride and lithium aluminum hydride; wherein,

[0095] Compound (II) structural formula is as follows:

[0096]

[0097] Compound (III) structural formula is as follows:

[0098]

[0099] Compound (IV) structural formula is as follows:

[0100]

[0101] The preparation process of compound (IV) is as follows:

[0102] Add 160ml of tetrahydrofuran to a dry three-necked flask, stir in an ice-water bath for 23 minutes, add 22g of titanium trichloride, a...

Embodiment 3

[0120] Embodiment 3: A 1,2-dioxetane derivative, the general structural formula is shown in formula (I):

[0121]

[0122] Wherein, n is an integer between 0 and 5; F is a fluorescent group, and the structural formula of the fluorescent group F is the following formula (f3):

[0123]

[0124] refer to figure 1 , the preparation method of 1,2-dioxetane derivative is as follows:

[0125] a, compound (II) and compound (III) generate compound (IV) under the action of titanium trichloride and lithium aluminum hydride; wherein,

[0126] Compound (II) structural formula is as follows:

[0127]

[0128] Compound (III) structural formula is as follows:

[0129]

[0130] Compound (IV) structural formula is as follows:

[0131]

[0132] The preparation process of compound (IV) is as follows:

[0133] Add 230ml of tetrahydrofuran into a dry three-necked flask, stir in an ice-water bath for 40 minutes, add 27g of titanium trichloride, add 4g of lithium aluminum hydride ...

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Abstract

The invention provides a 1,2-dioxetane derivative and a preparation method thereof, which solve the problems of weak luminous intensity of a chemiluminescence substrate prepared by AMPPD in the prior art. A structural general formula of the 1,2-dioxetane derivative is shown as a formula (I): in the formula, n is an integer between 0 and 5; and F is a fluorescent group. The 1,2-dioxetane derivative contains the fluorescent group, is directly coupled with a chemiluminescence reinforcing agent, luminescence enhancement effect is provided, a plurality of chemiluminescence reinforcing agents are not required, and the preparation process is simple.

Description

technical field [0001] The invention relates to chemiluminescence substrate AMPPD analogs and a synthesis method thereof, in particular to a 1,2-dioxetane derivative and a preparation method thereof. Background technique [0002] At present, AMPPD on the market is used as a chemiluminescence substrate, but its formula is relatively complicated, and it must be used in combination with various chemiluminescence enhancers. In addition, the existing AMPPD is used as the substrate for formulating chemiluminescence, since it does not have the effect of enhancing luminescence, the luminescence intensity is relatively weak when formulating chemiluminescence. Contents of the invention [0003] The invention provides a 1,2-dioxetane derivative and a preparation method thereof, aiming to solve the problem in the prior art that AMPPD is used to prepare chemiluminescent substrates and the luminous intensity is weak. [0004] In order to solve the above technical problems, the present ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6561C07F9/6558C09K11/06
CPCC07F9/65586C07F9/6561C09K11/06C09K2211/1007C09K2211/1011C09K2211/1037C09K2211/1088
Inventor 段元安
Owner SICHUAN ORIENTER BIOLOGICAL TECH
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