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Polypeptide condensating agent 1-hydroxy-1,2,3-phentriazine-4(3H)-one and preparation method thereof

A technology of polypeptide condensing agent and benzotriazine, which is applied in the field of amino acid polypeptides, can solve the problems of cumbersome operation procedures and long reaction cycle, and achieve the effect of simple synthesis route, simple route and high total yield

Inactive Publication Date: 2014-06-18
HENAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the currently used HOOBt synthesis (CN1978436A) involves toxic and harmful substances such as methyl anthranilate, sodium nitrite, hydroxylamine, and diazotization reactions, and has the disadvantages of long reaction cycle and cumbersome operating procedures.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Take 0.37 g (2.04 mmol) of methyl o-nitrobenzoate, dissolve it in 10 ml of toluene, add 0.1 ml (2.06 mmol, 1 eq) of hydrazine hydrate, reflux reaction under stirring conditions, TLC monitors the reaction process, the reaction system lower layer solution When it turns from light yellow to dark brown, TLC monitors that the raw material point disappears. At this time, 0.024 g (0.6 mmol, 0.3 eq) of sodium hydroxide is added. After the reaction is completed, the black solution turns into a brown solution again. The product was separated by column chromatography I 0.29 g, yield 87%, purity 97%.

Embodiment 2

[0018] Take 0.37 g (2.04 mmol) of methyl o-nitrobenzoate, dissolve it in 10 ml of toluene, add 0.12 ml (2.47 mmol, 1.2 eq) of hydrazine hydrate, reflux reaction under stirring conditions, TLC monitors the reaction process, the reaction system lower layer solution When it turns from light yellow to dark brown, TLC monitors that the raw material point disappears. At this time, 0.024 g (0.6 mmol, 0.3 eq) of sodium hydroxide is added. After the reaction is completed, the black solution turns into a brown solution again. The product was separated by column chromatography I 0.30 g, yield 90%, purity 98%.

Embodiment 3

[0020] Take 0.37 g (2.04 mmol) of methyl o-nitrobenzoate, dissolve it in 10 ml of methanol, add 0.12 ml (2.47 mmol, 1.2 eq) of hydrazine hydrate, and reflux reaction under stirring conditions, accompanied by the dropwise addition of hydrazine hydrate, the system Form a white block, the system is brownish-yellow clarification, then turn into a white block, the system is wine red, TLC monitors the reaction process, when the raw material point disappears, add 0.024 g (0.6 mmol, 0.3 eq) sodium hydroxide, After the reaction was completed, the product was separated by column chromatography I 0.32 g, yield 96%, purity 97%.

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PUM

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Abstract

The invention discloses a polypeptide condensating agent 1-hydroxy-1,2,3-phentriazine-4(3H)-one and a preparation method thereof. According to the technical scheme, the polypeptide condensating agent 1-hydroxy-1,2,3-phentriazine-4(3H)-one has the structural formula shown in the specification. The invention also discloses a preparation method for the polypeptide condensating agent 1-hydroxy-1,2,3-phentriazine-4(3H)-one. The polypeptide condensating agent 1-hydroxy-1,2,3-phentriazine-4(3H)-one has the advantages of readily available raw material, simple line, few side reactions, high total yield and the like.

Description

Technical field [0001] The invention involves the field of amino acid polypeptide technology, and specifically involves a polypeptide synthetic agent 1-hydroxyl-1,2,3-benzene-4 (3H)-ketone and its preparation methods. Background technique [0002] Polypeptide is a biological active substance involving various cell function in organisms. Since the biochemist has used artificial synthesis methods to synthesize polypeptides for more than 40 years, with the rapid development of molecular biology and biochemical technology, the research of polypeptides has achieved amazing and epoch -making research.progress.People have found tens of thousands of peptides that exist in the organism, and almost all cells are regulated by polypeptides, which involve hormones, nerves, cell growth and reproduction.In the future, human research and application of humans will appear a brilliant period.Therefore, finding a more efficient and simple synthetic polypeptide also becomes particularly urgent.At pr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D253/08
CPCC07D253/08
Inventor 姜玉钦何兴张玮玮李幸娟过治军任保齐胡志国徐桂清李伟
Owner HENAN NORMAL UNIV
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