16141-78-9

Usage

Uses

Used in Flame Retardant Applications:
Trimethyl methoxyphosphonoacetate is used as a flame retardant in various industries to enhance the fire resistance of materials. Its effectiveness in this application is attributed to its high thermal stability and ability to slow down the combustion process, thereby providing an additional layer of safety.
Used in Plasticizer Applications:
In the plastics industry, Trimethyl methoxyphosphonoacetate is used as a plasticizer to improve the flexibility and workability of plastic materials. Its high solubility in organic solvents allows it to be easily incorporated into the plastic matrix, resulting in a more pliable and durable end product.
Used in Commercial Products:
Trimethyl methoxyphosphonoacetate is used in the formulation of commercial products to ensure their safety and durability. Its low toxicity and minimal environmental impact make it a preferred additive for a wide range of applications, from construction materials to consumer goods. This contributes to the overall performance and longevity of these products, providing added value to both manufacturers and consumers.

Upstream product

• 67-56-1 methanol 
• 60190-78-5 methyl 2-diazo-2-(dimethoxyphosphoryl)acetate 
• 186581-53-3 diazomethane 
• 78186-91-1 (±)-methyl 2-(dimethoxyphosphinyl)-2-hydroxyacetate 
• 5927-18-4 trimethyl phosphonoacetate 
• 5193-96-4 methyl methoxybromoacetate 
• 121-45-9 phosphorous acid trimethyl ester 
• 13157-96-5 methyl 2-chloro-2-methoxyacetate 

Downstream Products

• 56009-32-6 methyl 2-methoxy-3-methyl-2-butenoate 
• 177979-35-0 methyl 2-methoxy-3-methyl-3-phenyl-2(E)-propenoate 
• 436145-52-7 (E)-(4S,5R)-5-Acetylamino-4-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methoxy-pent-2-enoic acid methyl ester 
• 436145-51-6 (Z)-(4S,5R)-5-Acetylamino-4-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methoxy-pent-2-enoic acid methyl ester 
• 404356-54-3 2,3-dimethoxy-6-(2-methoxy-2-methoxycarbonylvinyl)benzoic acid 
• 40203-52-9 α-methoxy-trans-cinnamic acid methyl ester 
• 154076-94-5 methyl (E)-2-methoxy-3-phenyl-2-propenoate 
• 62912-75-8 methyl 2-methoxy-3-phenyl-2-propenoate 
• 61109-47-5 (2E,4E)-2-Methoxy-5-(3-methoxy-phenyl)-penta-2,4-dienoic acid methyl ester 
• 61109-46-4 (2Z,4E)-2-Methoxy-5-(3-methoxy-phenyl)-penta-2,4-dienoic acid methyl ester 
• 61109-48-6 6-methoxy-1-naphthalenecarboxylic acid methyl ester 

Relevant academic research and scientific papers

The Synthesis of a Degradation Product of Phomazarin: A Regiospecific Elaboration of the B and C Rings of the Pigment

An attempt to confirm the structure proposed for phomazarin has been initiated by the synthesis of one of its degradation products.The methods chosen also resulted in the regiospecific elaboration of the B and C rings of the pigment and are applicable to eventual syntheses by convergent approaches.

Determination of absolute configuration of the phosphonic acid moiety of fosfazinomycins

Fosfazinomycins A and B produced by Streptomyces lavendofoliae share the same phosphonate moiety with one chiral centre of unknown configuration which was determined by synthesising both enantiomers of 2-hydroxy-2-phosphonoacetic acid methyl ester. A chiral cyclic phosphite was reacted with methyl glyoxylate in a Pudovik reaction to give a pair of diastereomeric α- hydroxyphosphonates, which were separated by HPLC. The configurations at C-2 were assigned on the basis of single crystal X-ray structure analysis. Deprotection of these diastereomers furnished the enantiomeric α-hydroxyphosphonic acids, of which the (S)-configured had the same sign of optical rotation as the phosphonic acid moiety of the two fosfazinomycins.

Total synthesis and structural confirmation of (±)-cuevaene A

The total synthesis and structural reassignment of cuevaene A have been completed. The key synthetic steps in the total synthesis included a base-promoted double conjugate addition and further elaboration to generate the tricyclic core structure, followed by construction of the trienoic acid side chain. Detailed comparison of proton and carbon NMR data with published values enabled the connectivity of the natural product, which had been debated in earlier publications, to be confirmed.

Syntheses of differentially protected isocoumarins

Syntheses of an isocoumarin subunit suitable for the completion of purpuromycin are outlined. Specifically, work targeting an orthogonally protected isocoumarin (eventually 12% yield over 12 steps) and an improved synthesis of a symmetrically protected isocoumarin (18% over 10 steps) are described. A new modification for selective catechol protection as mediated by potassium bicarbonate is also presented along with insights into oxidative and reductive functionalization of isocoumarins.

A novel approach to the synthesis of amino-sugars. Routes to selectively protected 3-amino-3-deoxy-aldopentoses based on pyridinium salt photochemistry

A new approach for the synthesis of selectively blocked 3-amino-3-deoxyaldopentoses is presented. The strategy is based on employment of a pyridinium salt photocyclization-aziridine ring-opening sequence to prepare stereochemically defined, enantiomerically enriched aminocyclopentendiol derivatives. Ring-opening reactions transform these substances into terminally differentiated aminopolyols, which serve as precursors to the target aminoaldopentoses. The utility of this strategy is demonstrated by its application to the syntheses of protected derivatives of D- and L-3-amino-3-deoxyxylose, L-3-amino-3-deoxyarabinose, and a late-stage intermediate in a potential route to N-acetylneuraminic acid.

Neighbouring Phosphonate Group Participation in Carbene Chemistry

Systematic studies of the effect of the neighbouring phosphonate group on the reactivities of carbene showed that the neighbouring phosphonate group exerts prominent effects on both the product distribution and the reaction products; the results are interpreted as indicating the extent of participation, which seems to be sensitive to the carbenic substituents.