The present invention relates to a preparation method for glufosinate ammonium. In particular, the present invention relates to a method for preparing glufosinate ammonium as represented by formula (I) or a salt, an enantiomer or a mixture of enantiomers thereof in any ratio. The method comprises: reacting a compound of formula (II) with a compound of formula (III), and hydrolyzing the reaction product thereof so as to obtain a compound of formula (I). In the method, due to the relatively high reaction activity of a substrate, the construction conditions of a P-C bond are relatively mild, the reaction temperature is relatively low, and racemization of the L-configuration at a high temperature can be reduced, such that the L-configuration retention during the preparation of L-glufosinate ammonium is improved.
The present application relates to a preparation method for glufosinate-ammonium and particularly relates to a method for preparing glufosinate-ammonium represented by formula (I) or salts thereof, enantiomers thereof or mixtures of any proportion of said enantiomers. The method comprises the following step: hydrolyzing a compound of formula (III) to obtain the compound of formula (I). Due to having a different reaction mechanism, the method of the present application can avoid the halogenated hydrocarbon byproducts in a Michaelis-Arbuzov reaction, thereby preventing the depletive effect of halogenated hydrocarbon byproducts on ozone in the atmosphere, and correspondingly omitting the equipment and engineering investments for separation, purification, and collection of the byproducts and also avoiding the potential environmental and safety risks caused by the byproducts.
C07F 9/6584 - Composés hétérocycliques, p.ex. contenant du phosphore comme hétéro-atome du cycle comportant des atomes de phosphore, avec ou sans atomes d'azote, d'oxygène, de soufre, de sélénium ou de tellure, comme hétéro-atomes du cycle comportant des atomes de phosphore et d'azote, avec ou sans atomes d'oxygène ou de soufre, comme hétéro-atomes du cycle comportant un atome de phosphore comme hétéro-atome du cycle
Disclosed is a method of preparing glufosinate, and specifically a method of preparing glufosinate represented by formula (1) or its salt or enantiomer, or a mixture of its enantiomers in any ratio, comprising a step of hydrolyzing a compound of formula (III) to generate a compound of formula (1). Due to a distinctive reaction mechanism adopted in the method of the present disclosure, a halogenated hydrocarbon by-product in the Michaelis-Arbuzov reaction can be avoided and thus the destructive impact of the halogenated hydrocarbon by-product on ozone in the aerosphere can be prevented. Accordingly, the equipment and engineering investments required for the separation, purification, and collection of the foregoing by-product are eliminated, and the potential environmental and safety hazards brought by the foregoing by-product are also avoided.
Disclosed is a method of preparing glufosinate, and specifically a method of preparing glufosinate represented by formula (1) or its salt or enantiomer, or a mixture of its enantiomers in any ratio, comprising a step of hydrolyzing a compound of formula (III) to generate a compound of formula (1). Due to a distinctive reaction mechanism adopted in the method of the present disclosure, a halogenated hydrocarbon by-product in the Michaelis-Arbuzov reaction can be avoided and thus the destructive impact of the halogenated hydrocarbon by-product on ozone in the aerosphere can be prevented. Accordingly, the equipment and engineering investments required for the separation, purification, and collection of the foregoing by-product are eliminated, and the potential environmental and safety hazards brought by the foregoing by-product are also avoided.
C07F 9/28 - Composés du phosphore à une ou plusieurs liaisons P—C
C07F 9/6584 - Composés hétérocycliques, p.ex. contenant du phosphore comme hétéro-atome du cycle comportant des atomes de phosphore, avec ou sans atomes d'azote, d'oxygène, de soufre, de sélénium ou de tellure, comme hétéro-atomes du cycle comportant des atomes de phosphore et d'azote, avec ou sans atomes d'oxygène ou de soufre, comme hétéro-atomes du cycle comportant un atome de phosphore comme hétéro-atome du cycle
4.
D-amino acid oxidase mutants and uses thereof in preparing L-glufosinate
EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY (Chine)
NINGXIA YONGNONG BIOSCIENCES CO., LTD. (Chine)
Inventeur(s)
Wei, Dongzhi
Wang, Hualei
Wu, Chengjun
Liu, Qinghai
Zhang, Jian
Luo, Zhonghua
Zhang, Changlei
Abrégé
Embodiments of the present disclosure relate to a D-amino acid oxidase mutant and application in preparing L-glufosinate thereof. The D-amino acid oxidase mutant has an amino acid substitution at at least one of position 62 and position 226 of an amino acid sequence of the D-amino acid oxidase mutant when compared to an amino acid sequence of a D-amino acid oxidase as set forth in SEQ ID NO. 1, the position 62 and position 226 being defined with reference to SEQ ID NO. 1, and the amino acid sequence of the D-amino acid oxidase mutant having at least 90% identity to SEQ ID NO. 1.
Disclosed is a method of preparing glufosinate, and specifically a method of preparing glufosinate represented by formula (I) or its salt or enantiomer, or a mixture of its enantiomers in any ratio, comprising a step of hydrolyzing a compound of formula (III) to generate a compound of formula (I). Due to a distinctive reaction mechanism adopted in the method of the present disclosure, a halogenated hydrocarbon by- product in the Michaelis-Arbuzov reaction can be avoided and thus the destructive impact of the halogenated hydrocarbon by-product on ozone in the aerosphere can be prevented. Accordingly, the equipment and engineering investments required for the separation, purification, and collection of the foregoing by-product are eliminated, and the potential environmental and safety hazards brought by the foregoing by- product are also avoided.
C07F 9/6584 - Composés hétérocycliques, p.ex. contenant du phosphore comme hétéro-atome du cycle comportant des atomes de phosphore, avec ou sans atomes d'azote, d'oxygène, de soufre, de sélénium ou de tellure, comme hétéro-atomes du cycle comportant des atomes de phosphore et d'azote, avec ou sans atomes d'oxygène ou de soufre, comme hétéro-atomes du cycle comportant un atome de phosphore comme hétéro-atome du cycle
Provided is a method for preparing solid powder of L-glufosinate ammonium free of crystal water. The method comprises: (1) carrying out solid-liquid separation on an L-glufosinate conversion liquid obtained by carrying out biological catalytic conversion on D,L-glufosinate or 2-carbonyl-4-[hydroxy(methyl)phosphonyl]butyric acid to obtain a liquid fraction; (2) dehydrating and concentrating the liquid fraction obtained in step (1) to obtain a concentrate; (3) adding an alcohol solvent into the concentrate obtained in step (2) to obtain an alcohol-containing solution; (4) adjusting the pH value of the alcohol-containing solution obtained in step (3) to 7-9; and (5) cooling the pH-adjusted alcohol-containing solution obtained in step (4) until L-glufosinate ammonium crystals are separated out. In addition, also provided are solid and crystal forms of the L-glufosinate ammonium.
A01N 57/20 - Biocides, produits repoussant ou attirant les animaux nuisibles, ou régulateurs de croissance des végétaux, contenant des composés organiques du phosphore comportant des liaisons phosphore-carbone contenant des radicaux acycliques ou cycloaliphatiques
EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY (Chine)
NINGXIA YONGNONG BIOSCIENCES CO., LTD. (Chine)
Inventeur(s)
Wei, Dongzhi
Wang, Hualei
Wu, Chengjun
Liu, Qinghai
Zhang, Jian
Luo, Zhonghua
Zhang, Changlei
Abrégé
Disclosed are a D-amino acid oxidase mutant and an application thereof in preparing L-glufosinate. When the D-amino acid oxidase mutant is compared with the amino acid sequence of a D-amino acid oxidase containing the sequence shown in SEQ ID NO. 1, the amino acid sequence of the D-amino acid oxidase mutant contains the substitution of amino acid residues corresponding to the 62nd and/or 226th position; the 62nd and/or 226th position are defined with reference to SEQ ID NO. 1, and the amino acid sequence of the D-amino acid oxidase mutant has at least 90% homology with the sequence shown in SEQ ID NO. 1.
EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY (Chine)
NINGXIA YONGNONG BIOSCIENCES CO., LTD. (Chine)
Inventeur(s)
Wang, Hualei
Wei, Dongzhi
Wu, Chengjun
Liu, Qinghai
Zhang, Jian
Luo, Zhonghua
Zhang, Changlei
Abrégé
Disclosed are a Glu/Leu/Phe/Val dehydrogenase mutant and an application thereof in the preparation of L-phosphinothricin. When the Glu/Leu/Phe/Val dehydrogenase mutant is aligned with the amino acid sequence of Glu/Leu/Phe/Val dehydrogenase comprising the sequence shown in SEQ ID NO. 5, the amino acid sequence of the Glu/Leu/Phe/Val dehydrogenase mutant comprises substitutions of amino acid residues corresponding to positions 91 and/or 168, the 91st and 168th positions are defined with reference to SEQ ID NO. 5, and the amino acid sequence of the Glu/Leu/Phe/Val dehydrogenase mutant has at least 90% identity with the sequence shown in SEQ ID NO.5.
EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY (Chine)
NINGXIA YONGNONG BIOSCIENCES CO., LTD. (Chine)
Inventeur(s)
Wang, Hualei
Wei, Dongzhi
Wu, Chengjun
Liu, Qinghai
Luo, Zhonghua
Zhang, Changlei
Abrégé
The present application relates to a method for preparing L-glufosinate using biological multi-enzyme coupling, comprising: in the presence of (R)-transaminase, (S)-transaminase, an amino acceptor, and an amino donor, converting D,L-glufosinate into L-glufosinate. The present method may achieve an efficient splitting of high-concentration D,L-glufosinate to prepare L-glufosinate.
EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY (Chine)
NINGXIA YONGNONG BIOSCIENCES CO., LTD. (Chine)
Inventeur(s)
Wei, Dongzhi
Wang, Hualei
Wu, Chengjun
Liu, Qinghai
Luo, Zhonghua
Zhang, Changlei
Abrégé
The present application relates to a method for preparing L-phosphinothricin by using a biological multienzyme coupling method. The method comprises: a) subjecting D,L-phosphinothricin to a transamination reaction in the presence of (R)-transaminase and an amino acceptor to obtain 2-carbonyl-4-[hydroxy(meth)phosphonoyl]butyric acid and an aminated product of the amino acceptor; and b) subjecting the 2-carbonyl-4-[hydroxy(meth)phosphonoyl]butyric acid obtained in step a) to a transamination reaction in the presence of (S)-transaminase and an amino donor to obtain L-phosphinothricin and a deamidated product of the amino donor. The method in the present application can achieve efficient resolution of D,L-phosphinothricin in a high concentration to prepare L-phosphinothricin.
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