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

The technology of a polypeptide condensing agent and benzotriazine, which is applied in the field of amino acid polypeptides, can solve the problems of long reaction period and complicated operation procedures, and achieves the effects of simple route, simple synthesis route and easy availability of raw materials.

Inactive Publication Date: 2015-05-06
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 relates to the technical field of amino acid polypeptides, in particular to a polypeptide condensing agent 1-hydroxyl-1,2,3-benzotriazin-4(3H)-one and a preparation method thereof. Background technique [0002] Peptides are biologically active substances involved in various cell functions in organisms. Since biochemists synthesized peptides by artificial synthesis for more than 40 years, along with the rapid development of molecular biology and biochemical technology, the research on peptides has achieved amazing and epoch-making progress. progress. It has been found that tens of thousands of polypeptides exist in organisms, and almost all cells are regulated by polypeptides, which involve various fields such as hormones, nerves, cell growth and reproduction. In the next period of time, there will be a glorious period in the research and application of human peptides. Therefore, it is extremely urgent to find a more efficient and conven...

Claims

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Application Information

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Patent Type & Authority Patents(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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