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
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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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