一种8-苄氧羰基-2-叔丁氧羰基-2,5-双氮杂螺[3,5]壬烷的制备方法

The five-step synthetic route solved the problem of efficient preparation of the 2,5-diazaspiro[3,5]nonane skeleton, achieving high-yield and atom-economical compound synthesis suitable for industrial production.

CN115028629BActive Publication Date: 2026-07-17HITGEN INC

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
HITGEN INC
Filing Date
2021-03-04
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

There is a lack of efficient, easy-to-control, and high-yield synthetic methods for the 2,5-diazaspiro[3,5]nonane skeleton in the existing technology.

Method used

The five-step synthetic route includes the reaction of compound 1 and compound 2 in potassium carbonate to generate compound 3, the reaction of compound 3 with lithium hydroxide to generate compound 4, the reaction of compound 4 with benzyl bromide to generate compound 5, the Sven oxidation reaction of compound 5 with dimethyl sulfoxide and oxalyl chloride, and finally the hydrogenation of compound 6 under nickel catalysis to generate compound 7.

Benefits of technology

The preparation of 8-benzyloxycarbonyl-2-tert-butoxycarbonyl-2,5-diazaspiro[3,5]nonane with high yield was achieved. It has high atom economy, is simple to operate, and is suitable for industrial production.

✦ Generated by Eureka AI based on patent content.

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Abstract

本发明涉及一种8‑苄氧羰基‑2‑叔丁氧羰基‑2,5‑双氮杂螺[3,5]壬烷的制备方法。该反应方法通过迈克尔加成反应构建双环前体,再使五元环内酯开环成酯,后经斯文氧化反应得到脂肪醛,最后通过一锅法氢化关环得到2,5‑双氮杂螺[3,5]壬烷衍生物。该路线优点在于连续五步经一次柱色谱纯化得到此杂环结构,所用原料易得,原子经济性高,路线新颖,易于生产。
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