환원방식을 이용한 (S)-니코틴의 제조 방법

본 출원은 환원방식을 이용한 (S)-니코틴의 제조 방법에 관한 것이고, 상기 방법은 식 I로 표시되는 엔아민 화합물 및/또는 식 II로 표시되는 이미늄 양이온 화합물을 환원반응시켜 (S)-니코틴을 얻는다. 선행 기술에서 이미 개시한 (S)-니코틴을 제조하는 전략은 대부분 메틸화를 수행해야 (S)-니코틴을 얻을 수 있거나, 메틸화 없이 효소-촉매화를 사용하여서는 (S)-니코틴을 얻을 수 없다는 것을 감안하면, (S)-니코틴의 제조 전략은 여전히 매우 제한적이나, 본 발명은 메틸화 과정을 사용하지 않고 (S)-니코틴을 효율적으로 제조할...

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Hauptverfasser: LIN WENQING, HU JICHENG, ZHENG HONGJIE, ZHANG YUE, LIU XIAOBO, CHEN ZECONG, MIAO SHANSHAN, WANG SONGHE, LI LINGYU, ZHOU QINGJUN, YUE YONGTANG
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creator LIN WENQING
HU JICHENG
ZHENG HONGJIE
ZHANG YUE
LIU XIAOBO
CHEN ZECONG
MIAO SHANSHAN
WANG SONGHE
LI LINGYU
ZHOU QINGJUN
YUE YONGTANG
description 본 출원은 환원방식을 이용한 (S)-니코틴의 제조 방법에 관한 것이고, 상기 방법은 식 I로 표시되는 엔아민 화합물 및/또는 식 II로 표시되는 이미늄 양이온 화합물을 환원반응시켜 (S)-니코틴을 얻는다. 선행 기술에서 이미 개시한 (S)-니코틴을 제조하는 전략은 대부분 메틸화를 수행해야 (S)-니코틴을 얻을 수 있거나, 메틸화 없이 효소-촉매화를 사용하여서는 (S)-니코틴을 얻을 수 없다는 것을 감안하면, (S)-니코틴의 제조 전략은 여전히 매우 제한적이나, 본 발명은 메틸화 과정을 사용하지 않고 (S)-니코틴을 효율적으로 제조할 수 있는 새로운 방법을 창의적으로 개발하였으며, 즉, 상기 식 I로 표시되는 엔아민 화합물 및/또는 식 II로 표시되는 이미늄 양이온 화합물을 환원시키기만 하면 된다. 상기 합성방법은 작업이 간단하고, 안전하며 신뢰적이고, 수율이 높고 순도가 높다. A method for using reduction to prepare (S)-nicotine, the method comprising: subjecting the enamine compound represented by formula I and/or the imine cation compound represented by formula II to a reduction reaction to obtain (S)-nicotine. As most of the strategies disclosed in the prior art for preparing (S)-nicotine require methylation to obtain (S)-nicotine, or (S)-nicotine can not be obtained by enzymatic catalysis without methylation, (S)-nicotine preparation strategies are still very limited, and a novel method for the efficient preparation of (S)-nicotine without the need to use methylation has thus been innovatively developed, namely subjecting the enamine compound represented by formula I and/or the imine cation compound represented by formula II to a reduction reaction. The present synthesis method is safe and reliable, and has simple operation and a high yield and high purity.
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A method for using reduction to prepare (S)-nicotine, the method comprising: subjecting the enamine compound represented by formula I and/or the imine cation compound represented by formula II to a reduction reaction to obtain (S)-nicotine. As most of the strategies disclosed in the prior art for preparing (S)-nicotine require methylation to obtain (S)-nicotine, or (S)-nicotine can not be obtained by enzymatic catalysis without methylation, (S)-nicotine preparation strategies are still very limited, and a novel method for the efficient preparation of (S)-nicotine without the need to use methylation has thus been innovatively developed, namely subjecting the enamine compound represented by formula I and/or the imine cation compound represented by formula II to a reduction reaction. 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A method for using reduction to prepare (S)-nicotine, the method comprising: subjecting the enamine compound represented by formula I and/or the imine cation compound represented by formula II to a reduction reaction to obtain (S)-nicotine. As most of the strategies disclosed in the prior art for preparing (S)-nicotine require methylation to obtain (S)-nicotine, or (S)-nicotine can not be obtained by enzymatic catalysis without methylation, (S)-nicotine preparation strategies are still very limited, and a novel method for the efficient preparation of (S)-nicotine without the need to use methylation has thus been innovatively developed, namely subjecting the enamine compound represented by formula I and/or the imine cation compound represented by formula II to a reduction reaction. The present synthesis method is safe and reliable, and has simple operation and a high yield and high purity.</description><subject>BEER</subject><subject>BIOCHEMISTRY</subject><subject>CHEMISTRY</subject><subject>COMPOSITIONS THEREOF</subject><subject>CULTURE MEDIA</subject><subject>ENZYMOLOGY</subject><subject>FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIREDCHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERSFROM A RACEMIC MIXTURE</subject><subject>METALLURGY</subject><subject>MICROBIOLOGY</subject><subject>MICROORGANISMS OR ENZYMES</subject><subject>MUTATION OR GENETIC ENGINEERING</subject><subject>PROPAGATING, PRESERVING OR MAINTAINING MICROORGANISMS</subject><subject>SPIRITS</subject><subject>VINEGAR</subject><subject>WINE</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2024</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZLB4O3PGm9kTXm9Y-aZ77pu5LQpv5m55M2vl26lzFDSCNXVfd3e82TvlbfeWN3NnKLxZMOfNwg0KQLWvN03lYWBNS8wpTuWF0twMym6uIc4euqkF-fGpxQWJyal5qSXx3kFGBkYmBgaGlobmZo7GxKkCALUiPdM</recordid><startdate>20240214</startdate><enddate>20240214</enddate><creator>LIN WENQING</creator><creator>HU JICHENG</creator><creator>ZHENG HONGJIE</creator><creator>ZHANG YUE</creator><creator>LIU XIAOBO</creator><creator>CHEN ZECONG</creator><creator>MIAO SHANSHAN</creator><creator>WANG SONGHE</creator><creator>LI LINGYU</creator><creator>ZHOU QINGJUN</creator><creator>YUE YONGTANG</creator><scope>EVB</scope></search><sort><creationdate>20240214</creationdate><title>환원방식을 이용한 (S)-니코틴의 제조 방법</title><author>LIN WENQING ; HU JICHENG ; ZHENG HONGJIE ; ZHANG YUE ; LIU XIAOBO ; CHEN ZECONG ; MIAO SHANSHAN ; WANG SONGHE ; LI LINGYU ; ZHOU QINGJUN ; YUE YONGTANG</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_KR20240019176A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>kor</language><creationdate>2024</creationdate><topic>BEER</topic><topic>BIOCHEMISTRY</topic><topic>CHEMISTRY</topic><topic>COMPOSITIONS THEREOF</topic><topic>CULTURE MEDIA</topic><topic>ENZYMOLOGY</topic><topic>FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIREDCHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERSFROM A RACEMIC MIXTURE</topic><topic>METALLURGY</topic><topic>MICROBIOLOGY</topic><topic>MICROORGANISMS OR ENZYMES</topic><topic>MUTATION OR GENETIC ENGINEERING</topic><topic>PROPAGATING, PRESERVING OR MAINTAINING MICROORGANISMS</topic><topic>SPIRITS</topic><topic>VINEGAR</topic><topic>WINE</topic><toplevel>online_resources</toplevel><creatorcontrib>LIN WENQING</creatorcontrib><creatorcontrib>HU JICHENG</creatorcontrib><creatorcontrib>ZHENG HONGJIE</creatorcontrib><creatorcontrib>ZHANG YUE</creatorcontrib><creatorcontrib>LIU XIAOBO</creatorcontrib><creatorcontrib>CHEN ZECONG</creatorcontrib><creatorcontrib>MIAO SHANSHAN</creatorcontrib><creatorcontrib>WANG SONGHE</creatorcontrib><creatorcontrib>LI LINGYU</creatorcontrib><creatorcontrib>ZHOU QINGJUN</creatorcontrib><creatorcontrib>YUE YONGTANG</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>LIN WENQING</au><au>HU JICHENG</au><au>ZHENG HONGJIE</au><au>ZHANG YUE</au><au>LIU XIAOBO</au><au>CHEN ZECONG</au><au>MIAO SHANSHAN</au><au>WANG SONGHE</au><au>LI LINGYU</au><au>ZHOU QINGJUN</au><au>YUE YONGTANG</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>환원방식을 이용한 (S)-니코틴의 제조 방법</title><date>2024-02-14</date><risdate>2024</risdate><abstract>본 출원은 환원방식을 이용한 (S)-니코틴의 제조 방법에 관한 것이고, 상기 방법은 식 I로 표시되는 엔아민 화합물 및/또는 식 II로 표시되는 이미늄 양이온 화합물을 환원반응시켜 (S)-니코틴을 얻는다. 선행 기술에서 이미 개시한 (S)-니코틴을 제조하는 전략은 대부분 메틸화를 수행해야 (S)-니코틴을 얻을 수 있거나, 메틸화 없이 효소-촉매화를 사용하여서는 (S)-니코틴을 얻을 수 없다는 것을 감안하면, (S)-니코틴의 제조 전략은 여전히 매우 제한적이나, 본 발명은 메틸화 과정을 사용하지 않고 (S)-니코틴을 효율적으로 제조할 수 있는 새로운 방법을 창의적으로 개발하였으며, 즉, 상기 식 I로 표시되는 엔아민 화합물 및/또는 식 II로 표시되는 이미늄 양이온 화합물을 환원시키기만 하면 된다. 상기 합성방법은 작업이 간단하고, 안전하며 신뢰적이고, 수율이 높고 순도가 높다. A method for using reduction to prepare (S)-nicotine, the method comprising: subjecting the enamine compound represented by formula I and/or the imine cation compound represented by formula II to a reduction reaction to obtain (S)-nicotine. As most of the strategies disclosed in the prior art for preparing (S)-nicotine require methylation to obtain (S)-nicotine, or (S)-nicotine can not be obtained by enzymatic catalysis without methylation, (S)-nicotine preparation strategies are still very limited, and a novel method for the efficient preparation of (S)-nicotine without the need to use methylation has thus been innovatively developed, namely subjecting the enamine compound represented by formula I and/or the imine cation compound represented by formula II to a reduction reaction. The present synthesis method is safe and reliable, and has simple operation and a high yield and high purity.</abstract><oa>free_for_read</oa></addata></record>
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subjects BEER
BIOCHEMISTRY
CHEMISTRY
COMPOSITIONS THEREOF
CULTURE MEDIA
ENZYMOLOGY
FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIREDCHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERSFROM A RACEMIC MIXTURE
METALLURGY
MICROBIOLOGY
MICROORGANISMS OR ENZYMES
MUTATION OR GENETIC ENGINEERING
PROPAGATING, PRESERVING OR MAINTAINING MICROORGANISMS
SPIRITS
VINEGAR
WINE
title 환원방식을 이용한 (S)-니코틴의 제조 방법
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