Amino protective reagent azido tert.-butyl formate synthesizing method

Abstract

The invention discloses a kind of synthetic method of amido-protecting reagent, nitrine formic acid tert-butyl ester. The method chooses the tert-butyl alcohol as the starting material and gets the target product after three reactions with other facile raw materials having low toxicity. The invention is featured by facility of the raw material, simple routes, low toxicity, easy characterization and moderated gross yield.

Description

Technical field: [0001] The present invention relates to a kind of amino protection reagent tert-butyl azidocarboxylate (BocN 3 ) synthesis method. Background technique: [0002] Tert-butylcarbonyl (Boc, ie (CH 3 ) 3 COC(O)-) is a common reagent used to protect amino groups in organic synthesis of polypeptides. It has the following advantages: [0003] 1. Boc amino-protected products are easy to crystallize and have good stability; [0004] 2. It can be removed under acidic conditions, and the gas product isobutene escapes the reaction system so as not to pollute the product; [0005] 3. Stable to alkaline hydrolysis and hydrazinolysis; [0006] 4. Compared with other NH 2 Protecting groups, such as Fmoc, Mmt, etc., Boc-based raw materials are easily available, the synthesis route is simple, the reaction conditions for protecting amino groups are mild, and there are many kinds of Boc-introducing reagents. [0007] The introduction reagent of Boc generally has BocN 3...

AI Technical Summary

Problems solved by technology

In 1972, U.Bagnarsson and D.S.Tarbell synthesized Boc-OC respectively 6 h 5 , Boc-OC 6 h 4 -p-CH 3 , but the reaction between the two and amino acids needs to be carried out at a higher temperature (50-100 ° C), which also limits their application

In addition, although there are other novel tert-butoxycarbonyl derivatives synthesized, such as (Boc) 2 O, tert-butoxycarbonylimidazole, etc., but the synthesis route is cumbersome and has not been widely used

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