79778-02-2

Basic information

• Product Name: 4-(Methylhydroxyphosphinyl)-2-oxobutyric acid
• Synonyms: (3-Carboxy-3-oxopropyl)(methyl)phosphinic acid;4-(Methylhydroxyphosphinyl)-2-oxobutyric acid;4-(hydroxymethylphosphinyl)-2-oxobutyric acid;4-(hydroxymethylphosphinyl)-2-oxobutanoic acid
• CAS NO: 79778-02-2
• Molecular Formula: C₅H₉O₅P
• Molecular Weight: 180.1
• Mol File: 79778-02-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 101 °C(Solv: ethyl ether (60-29-7); acetone (67-64-1))
• Boiling Point: 481.8±28.0 °C(Predicted)
• Appearance: /
• Density: 1.446±0.06 g/cm3(Predicted)
• PKA: 2.45±0.54(Predicted)
• CAS DataBase Reference: 4-(Methylhydroxyphosphinyl)-2-oxobutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Methylhydroxyphosphinyl)-2-oxobutyric acid(79778-02-2)
• EPA Substance Registry System: 4-(Methylhydroxyphosphinyl)-2-oxobutyric acid(79778-02-2)

Safety Data

• Hazardous Substances Data: 79778-02-2(Hazardous Substances Data)

Usage

Description

4-(Methylhydroxyphosphinyl)-2-oxobutyric acid is a butyric acid derivative characterized by the presence of an oxo group at the 2-position and a hydroxymethylphosphinyl moiety at the 4-position. This unique molecular structure endows it with distinct chemical properties and potential applications across various fields.

Uses

Used in Pharmaceutical Industry:
4-(Methylhydroxyphosphinyl)-2-oxobutyric acid serves as a key intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic benefits, particularly in the treatment of various diseases and medical conditions.
Used in Chemical Research:
In the field of chemical research, 4-(Methylhydroxyphosphinyl)-2-oxobutyric acid is utilized as a valuable compound for studying the properties and reactions of butyric acid derivatives. Its hydroxymethylphosphinyl moiety provides a platform for exploring novel chemical reactions and mechanisms, contributing to the advancement of organic chemistry.
Used in Agrochemical Industry:
4-(Methylhydroxyphosphinyl)-2-oxobutyric acid finds application in the agrochemical industry as a precursor for the development of new pesticides and herbicides. Its unique structure can be modified to create compounds with enhanced efficacy and selectivity, leading to more effective and environmentally friendly agricultural solutions.
Used in Material Science:
In material science, 4-(Methylhydroxyphosphinyl)-2-oxobutyric acid can be employed as a building block for the synthesis of novel materials with specific properties. Its incorporation into polymers or other materials can lead to the development of new materials with improved characteristics, such as enhanced stability, reactivity, or selectivity.

Upstream product

• 51276-47-2 DL-homoalanin-4-yl(methyl)phosphinic acid 
• 56-86-0 L-glutamic acid 
• 73870-64-1 2-4-((ethoxy)(methyl)phosphoryl)butanone 
• 221319-78-4 1-4-((ethoxy)(methyl)phosphoryl)butene 
• 676-83-5 methyldichlorophosphane 
• 108736-44-3 Methyl-3-oxo-pentenoat 
• 134745-23-6 ethyl 2-oxobut-3-enoate 
• 80902-10-9 2-hydroxy-4-(hydroxy(methyl)phosphinyl)butanoic acid 
• 76734-37-7 4-(ethoxy-(methyl)phosphinyl)-2-acetoxybutyronitrile 
• 1064655-13-5 methyl 4-(hydroxyl(methyl)phosphinyl)-3-(methoxycarbonyl)-2-oxobutanoate 
• 95-92-1 oxalic acid diethyl ester 
• 79778-35-1 methyl(2-ethoxycarbonyl)phosphinic acid 
• 172218-16-5 trimethylsilyl methyl(3-trimethylsiloxy-3,3-dicyanopropyl)phosphinate 

Downstream Products

• 131131-77-6 2,2-Bis-acetylamino-4-(hydroxy-methyl-phosphinoyl)-butyric acid 
• 79778-31-7 (E)-2-acetamido-4-(hydroxymethylphosphinyl)but-2-enoic acid 
• 131131-78-7 2-Acetamido-4-(hydroxymethylphosphinyl)-2-butenoic acid 
• 77182-82-2 ammonium glufosinate 
• 82785-28-2 4-[hydroxy(methyl)phosphonyl]-DL-homoalanine 
• 328-50-7 α-ketoglutaric acid 
• 35597-44-5 L-phosphinothricin 
• 73679-07-9 (S)-(+)-phosphinothricin 
• 53369-07-6 L-phosphinothricin 
• 1352559-53-5 (Z)-2-methoxycarbonylamino-4-(hydroxy(methyl)phosphinyl)-2-butenoic acid 
• 131131-79-8 methyl (Z)-2-acetamido-4-(methoxymethylphosphinyl)but-2-enoate 
• 131131-81-2 methyl D-2-acetamido-4-(methoxymethylphosphinyl)butanoate 
• 131131-81-2 methyl L-2-acetamido-4-(methoxymethylphosphinyl)butanoate 
• 73777-49-8 L-homoalanine-4-yl(methyl)phosphinic acid hydrochloride 

Relevant articles and documents

Development of a biocatalytic cascade for synthesis of 2-oxo-4-(hydroxymethylphosphinyl) butyric acid in one pot

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.

Efficient purification process of 4-(methylhydroxyphosphoryl)-2-carbonylbutyric acid

The invention provides an efficient purification process of 4-(methylhydroxyphosphoryl)-2-carbonylbutyric acid. The efficient purification process comprises the following steps: adding a 4-(methylhydroxyphosphoryl)-2-carbonylbutyric acid crude product into a dehydrating agent, and mixing for dissolving, so as to obtain a first reaction system; cooling the first reaction system, so as to separate acyclization product; filtering the cyclization product so as to obtain a first filter cake, washing the first filter cake by virtue of a first solvent, drying, adding a second solvent, mixing, addingwater, and cooling, stirring, so as to obtain a second reaction system; continuing to cool the second reaction system, stirring for crystallization, filtering to obtain a second filter cake, washingthe second filter cake by virtue of a second solvent, and drying, so as to obtain a 4-(methylhydroxyphosphoryl)-2-carbonylbutyric acid pure product. The purification process provided by the inventionhas the advantages of high purification efficiency, simple method and mild conditions.

Glufosinate ammonium salt intermediate and synthesis method of glufosinate ammonium salt

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.