Process for the preparation of substituted cycloserines
CN108822053BActive Publication Date: 2026-07-03SYNGENTA CROP PROTECITON AG
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- SYNGENTA CROP PROTECITON AG
- Filing Date
- 2015-04-30
- Publication Date
- 2026-07-03
AI Technical Summary
Technical Problem
Existing technologies for preparing 2-substituted cycloserine suffer from problems such as the formation of isomer byproducts, stereocentric epimerization, and low reactivity of alkylating agents, making it difficult to achieve commercial-scale production.
Method used
By avoiding the use of protecting groups on cycloserine starting materials, 2-substituted cycloserines with defined stereoconfigurations are prepared by reacting specific compounds and converting them in the presence of base or acid.
Benefits of technology
The efficient preparation of 2-substituted cyclic serine was achieved, reducing epimerization and making it suitable for commercial-scale production.
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Abstract
The present invention relates to processes for the preparation of substituted cycloserine compounds of formula (I) wherein R 1 is C1-C8alkyl, C1-C8haloalkyl, C3-C6cycloalkyl, aryl or aryl substituted by one to five R 11 substituted aryl, or aryl-C1-C4alkylene or aryl-C1-C4alkylene substituted by one to five R 11 substituted aryl; and each R 11 is independently C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, cyano or halogen; the invention also relates to intermediates resulting from these processes. Compounds of formula (I) are useful intermediates for the production of compounds in the agricultural and pharmaceutical fields.
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