79778-02-2Relevant articles and documents
Development of a biocatalytic cascade for synthesis of 2-oxo-4-(hydroxymethylphosphinyl) butyric acid in one pot
Xu, Jianmiao,Zhang, Kai,Cao, Huiting,Li, Heng,Cheng, Feng,Cao, Chenghao,Xue, Ya-Ping,Zheng, Yu-Guo
, p. 190 - 197 (2020/07/30)
2-Oxo-4-(hydroxymethylphosphinyl) butyric acid (PPO) is an important precursor compound for the broad-spectrum herbicide l-glufosinate (L-PPT). In this study, the gene of d-amino acid oxidase (DAAO) was cloned and expressed in Escherichia coli. By coupling exogenous catalase (CAT), a biocatalytic cascade was constructed for synthesis of PPO in one pot. The bioprocess was optimized on a 300 mL scale reaction by one factor at a time optimization. The conversion of this biocatalytic cascade achieved 46.8% towards 400 mM DL-PPT within 4 h. These results indicated that DAAO could be applied to the large-scale bioproduction of PPO and provide a promising route for the asymmetric synthesis of L-PPT by bio-enzymatic methods using PPO as the substrate.
Novel method for synthesizing L-phosphinothricin key intermediate
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Paragraph 0075; 0079; 0080, (2019/03/06)
The invention provides a novel method for synthesizing an L-phosphinothricin key intermediate. The method comprises the following steps: mixing a compound of a structure of a formula II and a compoundof a structure of a formula III, and distilling to obtain a compound of a structure of a formula IV; mixing the compound of the structure of the formula IV with an organic acid, and distilling to obtain a compound of a structure of a formula V; mixing the compound of the structure of the formula V, hydantoin and weak base, adding a first acid solution to regulate the pH value after the reaction,and filtering, washing and drying to obtain a compound of a structure of a formula VI; adding a strong alkaline solution into the compound of the structure of the formula VI, and reacting to obtain acompound of a structure of a formula VII; adding a second acid solution into the compound of the structure of the formula VII to regulate the pH value, distilling off water to obtain a solid, dissolving the solid with a third solvent, filtering, cooling, adding a fourth solvent, filtering again, washing and drying, thereby obtaining the compound of the structure of the formula I, namely the L-phosphinothricin key intermediate 4-(hydroxymethyl phosphonyl)-2-carbonyl butyric acid. The novel method disclosed by the invention is low in cost and high in yield.
Glufosinate ammonium salt intermediate and synthesis method of glufosinate ammonium salt
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Paragraph 0045; 0046; 0052; 0053; 0059; 0060; 0066; 0067, (2018/09/08)
The invention provides a glufosinate ammonium salt intermediate and a synthesis method of glufosinate ammonium salt. The glufosinate ammonium salt intermediate is a compound III (wherein a formula IIIis shown in the description); the synthesis method comprises the following steps: step (1): enabling a compound I (wherein a formula I is shown in the description) and oxygen gas to react and synthesize a compound II (wherein a compound II is shown in the description) in a Pd (II) catalysis system under the reaction conditions that the temperature is 20 to 60 DEG C and the pressure is 0.4 to 0.7MPa; step (2): dissolving the compound II (wherein the compound II is shown in the description) into an alkaline water solution and reacting with an oxidant at 0 to 50 DEG C; then carrying out acidification to synthesize the compound III (wherein the formula III is shown in the description), wherein R is selected from one of C1 to C5 alkyl; then dissolving the compound III (wherein the formula IIIis shown in the description) into a solvent and adding a catalyst to react with ammonia gas and hydrogen gas in sequence, so as to prepare the glufosinate ammonium salt, i.e., a compound IV (wherein aformula IV is shown in the description). Compared with a traditional glufosinate ammonium synthesis technology, the method provided by the invention has the advantages of no utilization of highly toxic cyanide and Grignard reaction, relatively moderate reaction conditions, easiness for controlling, short steps, high yield and low cost and is suitable for industrial production.