1795-31-9

Usage

Uses

Used in Pharmaceutical Research:
TRIS(TRIMETHYLSILYL)PHOSPHITE is used as a reagent for the studies of bisphosphonic acids, which are effective inhibitors of glutamine synthetase. This is a promising approach for the discovery of novel drugs against tuberculosis, as it targets the enzyme involved in the bacterial metabolism.
Used in Chemical Synthesis:
In the field of chemical synthesis, TRIS(TRIMETHYLSILYL)PHOSPHITE is used as a reagent in the preparation of substituted calix[4]arenes. These compounds bear one or two α-hydroxymethylphosphonic acid fragments at the upper rim of the macrocycle and act as inhibitors of glutathione S-transferase in vitro. This application is significant for the development of new compounds with potential biological activities and therapeutic uses.

InChI:InChI=1/C9H27O3PSi3/c1-14(2,3)10-13(11-15(4,5)6)12-16(7,8)9/h1-9H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 63585-09-1 foscarnet 
• 3663-52-3 bis(trimethylsilyl) phosphonate 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 121-45-9 phosphorous acid trimethyl ester 
• 16029-98-4 trimethylsilyl iodide 
• 122-52-1 triethyl phosphite 
• 2857-97-8 trimethylsilyl bromide 
• 91775-26-7 bis(trimethylsilyl) hydrogen phosphite 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 41898-99-1 Bis(trimethylsilyl)trifluoracetyl-phosphonat 
• 63694-11-1 C₁₆H₃₂ClO₄PSi₃ 
• 63694-10-0 C₁₆H₃₃O₄PSi₃ 
• 66190-98-5 C₁₄H₂₅O₅PSi₂ 
• 136560-20-8 bis(trimethylsilyl)-p-methoxyphenylphosphonate 
• 65868-47-5 C₁₆H₃₈ClO₄PSi₃ 
• 57222-17-0 Bis-(trimethylsilyl)-1-phenyl-vinylphosphat 
• 65868-38-4 C₁₄H₂₅O₄PSi₂ 
• 75-75-2 methanesulfonic acid 
• 98-47-5 3-Nitrobenzenesulfonic acid 
• 10497-05-9 Tris(trimethylsilyl) phosphate 
• 40879-42-3 2-hydroxypropane-1,3-diyl bis(4-methylbenzenesulfonate) 
• 18279-83-9 methylphosphonic acid bis(trimethylsilyl) ester 
• 273728-30-6 chromone-2-[α-(N-benzyl)amino]methanephosphonic acid 

Relevant academic research and scientific papers

An Efficient Method for Synthesis of 4-(Phosphonomethyl)benzene Derivatives under Solvent-Free Conditions

A simple, efficient and general method has been developed for synthesis of 4-(phosphonomethyl)benzene derivatives through one-pot reaction of phosphoric acid, 4-substitute benzyl chlorides and hexamethyldisilazane under solvent-free conditions and the following hydrolysis in 2M NH4OH.

The Aza α-aminophosphonate macrocycle

In order to combine the properties of aza-macrocycles and aminophosphonates, a new tetraaminophosponic macrocyclic molecule has been synthesized. This potential receptor for organic molecules as well as for metal cations was obtained by condensation, hydr

Synthesis method of tris (trimethylsilyl)phosphite

The invention discloses a synthesis method of tris (trimethylsilyl)phosphite, and the method comprises the following steps: dissolving phosphorous acid in an organic solvent, dropwisely adding into hexamethyldisilazane, and reacting under the action of a catalyst to obtain the tris (trimethylsilyl)phosphite, wherein the mass ratio of the phosphorous acid to the hexamethyldisilazane is (1: 2.2)- (1: 4.4), the temperature is controlled to be 20-120 DEG C in the dropwise adding process, the temperature is kept at 20-120 DEG C for reaction after dropwise adding is finished, and the catalyst is strongly acidic cation exchange resin. The method has the advantages that the raw materials are easy to obtain, the reaction conditions are mild, and the conversion rate is as high as 90% or above; and 2, direct rectification can be carried out after the reaction is finished, the post-treatment steps are simple, and the yield is high. No waste is generated in the whole synthesis process, and environmental pollution is small.

Preparation method of phosphate or phosphite and secondary battery. (by machine translation)

The preparation method of the phosphate or phosphite ester disclosed by the invention comprises, the following steps: of: reacting inorganic phosphate or inorganic phosphite 3) with a phosphoric acid ester as shown in a formula (shown in the 1) formula); and preparing 2) the phosphate ester or the. phosphite. ester according to the invention as shown in the invention . (by machine translation)

Synthetic method of di(trimethylsilyl)phosphite

A synthetic method of di(trimethylsilyl)phosphite belongs to the technical field of compound synthesis. Trimethylchlorosilane and orthophosphorous acid which are adopted as raw materials undergo a reaction to obtain the di(trimethylsilyl)phosphite. The method comprises the following steps: placing orthophosphorous acid in methanamide, introducing nitrogen, stirring the orthophosphorous acid in methanamide for 15-20 min, adding the trimethylchlorosilane, simultaneously adding benzyltriethylammonium chloride and/or tetrabutylammonium hydrogen sulfate, continuously introducing nitrogen, controlling the reaction temperature to be less than 40 DEG C, and carrying out a one-step reaction to obtain the di(trimethylsilyl)phosphite. The synthetic method has the advantages of simplicity, easiness in operation, mild and stable reaction process, and high yield and high purity of the obtained di(trimethylsilyl)phosphite.

Preparation of the library of fluorescent aromatic aminophosphonate phenyl and benzyl esters

Classical hydrophosphonylation of Schiff bases have been used for the preparation of library of diphenyl and dibenzyl aromatic aminomethylphosphonates N-substituted with aromatic moieties. The reaction, although being capricious provided the desired products in satisfactory yields. When using harsh reaction conditions conversion of diphenyl esters into monophenyl ones was observed. On the other hand, the use of more delicate conditions resulted in lack of hydrophosphonylation. The fluorescence studies revealed that the obtained library could be used for the construction of diagnostic microarrays.

Preparation of a novel group of hybrid compounds N-benzyl aminoboronbenzylphosphonic and N,N′-ethylenedi(aminoboronbenzylphosphonic) acids

Two groups of new boronic acids containing aminophosphonate functions were synthesized and characterized by NMR spectroscopy and ESI-MS. Both groups of compounds were obtained by simple reactions of prepared in situ tris(trimethylsilyl) phosphite with a corresponding imine. The synthesized compounds may serve as a potential new class of building blocks, BNCT agents and supramolecular host molecules.

Radiolabelled bisphosphonates and method

The present invention relates to 32P or 33P-labelled bisphosphonates as radiotherapeutic radiopharmaceuticals. The 32P- or 33P-labelled bisphosphonates, which are chemically identical to the unlabelled agent, are expected to target the lesion site in an identical manner, but also deliver a significant radiocytotoxic effect to the surrounding cells. This should result, given the favorable energetics of the β particle emission from the 33P nuclide, in a loss of proliferative capacity of cells associated with the tumor lesion. The relative stability and in vivo localisation of bisphosphonates makes them good candidates as 32P/33P delivery vehicles.

Application of silicon-phosphorus based reagents in synthesis of aminophosphonates. Part 2: Reactions of N-(Triphenylmethyl)-aldimines with the silylated phosphorus acid esters

Reactions of silylated phosphorus acid esters with N-triphenylmethylaldimines (N-tritylaldimines) were investigated. N-Tritylmethaneimine reacts at room temperature with a mixture of P(OMe)3 and Me3SiBr forming the corresponding aminophosphonate derivatives in high yield. Other N-tritylimines are resistant toward the silylated reagents at room temperature, but undergo a similar phosphorylation reaction at elevated temperatures to form the expected aminophosphonic acids.

Application of bromotrimethylsilane and trialkyl phosphites for convenient and effective synthesis of aminophosphonic acids and corresponding monoalkyl and dialkyl esters

Application of bromotrimethylsilane (Br-TMS) in a mixture with trialkyl phosphite for synthesis of various aminophosphonic acids and esters was investigated. It was found, that appropriate mixtures of Br-TMS and trimethyl phosphite or triethyl phosphite were effective reagents for phosphorylation of various aldimines, obtained from aromatic and heteroaromatic aldehydes. Products of these reactions were corresponding aminophosphonic acids, or corresponding dialkyl or monoalkyl esters, respectively.