5584-87-2

Usage

Uses

Used in Organic Synthesis:
[dimethyl(phenyl)silyl]methyl acetate is used as a reagent for introducing the [dimethyl(phenyl)silyl]methyl group into organic molecules. This application is crucial in the creation of various organic compounds, as the presence of the [dimethyl(phenyl)silyl]methyl group can significantly alter the properties and reactivity of the resulting molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, [dimethyl(phenyl)silyl]methyl acetate is used as a key intermediate in the synthesis of certain drugs. The introduction of the [dimethyl(phenyl)silyl]methyl group can enhance the drug's efficacy, stability, or bioavailability, making it a valuable tool in drug development.
Used in Chemical Research:
[dimethyl(phenyl)silyl]methyl acetate is also utilized in chemical research, particularly in the study of reaction mechanisms and the development of new synthetic methods. Its unique reactivity and the ability to introduce the [dimethyl(phenyl)silyl]methyl group make it an important compound for researchers to explore and understand various chemical processes.
Used in Material Science:
In the field of material science, [dimethyl(phenyl)silyl]methyl acetate can be used to modify the properties of certain materials. By incorporating the [dimethyl(phenyl)silyl]methyl group into a material's structure, it may be possible to improve its mechanical, thermal, or chemical properties, leading to new applications and advancements in material technology.
Overall, [dimethyl(phenyl)silyl]methyl acetate is a versatile compound with a wide range of applications across various industries, including organic synthesis, pharmaceuticals, chemical research, and material science. Its ability to introduce the [dimethyl(phenyl)silyl]methyl group into organic molecules makes it a valuable tool for creating new compounds and improving existing ones. However, due to its flammability and potential health hazards, it is essential to handle [dimethyl(phenyl)silyl]methyl acetate with care and follow proper safety protocols.

Upstream product

• 1833-51-8 chloromethyldimethylphenylsilane 
• 127-08-2 potassium acetate 
• 127-09-3 sodium acetate 

Downstream Products

• 17881-97-9 (hydroxymethyl)dimethylphenylsilane 
• 128785-02-4 C₆₅H₆₆O₁₆Si 
• 128785-00-2 ((2S,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-methoxy-6-trityloxymethyl-tetrahydro-pyran-4-yloxymethoxymethyl)-dimethyl-phenyl-silane 
• 128785-05-7 Dimethyl-phenyl-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-silane 
• 128784-95-2 Dimethyl-phenyl-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethoxymethyl)-silane 
• 128784-99-6 (2S,3S,4S,5R,6R)-4-[(Dimethyl-phenyl-silanyl)-methoxymethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran-3,5-diol 
• 128805-40-3 [(5R,6S)-5-(1,2-Bis-benzyloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxymethoxymethyl]-dimethyl-phenyl-silane 
• 128785-03-5 Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-[(dimethyl-phenyl-silanyl)-methoxy]-tetrahydro-pyran-4-yl ester 
• 128785-01-3 {(2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-4-[(dimethyl-phenyl-silanyl)-methoxymethoxy]-6-methoxy-tetrahydro-pyran-2-yl}-methanol 
• 128805-39-0 [(5R,6S)-5-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxymethoxymethyl]-dimethyl-phenyl-silane 
• 128784-97-4 1-{(5R,6S)-6-[(Dimethyl-phenyl-silanyl)-methoxymethoxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-ethane-1,2-diol 
• 128784-96-3 (2R,3S,4S,5S,6S)-2-[(Dimethyl-phenyl-silanyl)-methoxymethoxymethyl]-6-methoxy-tetrahydro-pyran-3,4,5-triol 
• 128785-04-6 (2S,3R,4S,5S,6R)-2-[(Dimethyl-phenyl-silanyl)-methoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 128784-94-1 Chloromethoxymethyl-dimethyl-phenyl-silane 

Relevant academic research and scientific papers

Chemical Synthesis of [2H]-Ethyl Tosylate and Exploration of Its Crypto-optically Active Character Combining Complementary Spectroscopic Tools

Small chiral molecules are excellent candidates to push the boundaries of enantiodiscrimination analytical techniques. Here is reported the synthesis of two new deuterated chiral probes, (R)- and (S)-[2H]-ethyl tosylate, obtained with high enantiomeric ex

Direct chemical synthesis of chiral methanol of 98% ee and its conversion to [2H1,3H]methyl tosylate and [ 2H1,3H-methyl]methionine

This paper describes the synthesis of chiral methanols [(R)- and (S)-CHDTOH] in a total of 12 steps starting from (chloromethyl) dimethylphenylsilane. The metalated carbamates derived from (dimethylphenylsilyl)methanol and secondary amines were borylated at low temperatures (-78 or -94°C) using borates derived from fert-butyl alcohol and (+)-pinane-2,3-diol or (R,R)-1,2-dicyclohexylethane-1,2-diol to give diastereomeric boronates (dr 1:1 to 5:1). The carbamoyloxy group could be replaced smoothly with inversion of configuration by an isotope of hydrogen using LiAIH(D)4 [or LiBEt3H(D,T)]. If the individual diastereomeric boronates were reduced with LiAID4 and oxidized with H2O2/NaHCO3, monodeuterated (dimethylphenylsilyl)methanols of ee > 98% resulted. The absolute configurations of the boronates were based on a single-crystal X-ray structure analysis. Brook rearrangement of the enantiomers of (dimethylphenylsilyl)-[ 2H1,3H]methanol prepared similarly furnished the chiral methanols which were isolated as 3,5-dinitrobenzoates in 81% and 90% yield, respectively. For determination of the enantiomeric excesses (98%), the methyl groups were transferred to the nitrogen of (S)-2-methylpiperidine and 3H{1H} NMR spectra were recorded. The Brook rearrangement is a stereospecific process following a retentive course. The chiral methanols were also transformed into methyl tosylates used to prepare [2H 1,3H-methyl]methionines in high overall yields (>80%).

Use of (phenyldimethylsilyl)methoxymethyl and (phenyldimethylsilyl)methyl ethers as protecting groups for sugar hydroxyls

The reagent (phenyldimethylsilyl)methoxymethyl chloride (SMOM-Cl) proved to be very convenient for the formation of the corresponding SMOM ethers of primary and secondary hydroxyls of sugars. Further, (phenyldimethylsilyl)methanol (SMOH), the precursor of