142072-06-8

Upstream product

• 1026914-22-6 C₁₀H₂₂O₂SiS 
• 93-56-1 phenylethane 1,2-diol 
• 994-30-9 triethylsilyl chloride 
• 18081-27-1 triethyl(2-methylallyl)silane 
• 142071-99-6 4-Oxo-pentanoic acid 1-phenyl-2-triethylsilanyloxy-ethyl ester 
• 142071-98-5 Benzoic acid 1-phenyl-2-triethylsilanyloxy-ethyl ester 
• 142071-97-4 Acetic acid 1-phenyl-2-triethylsilanyloxy-ethyl ester 

Relevant academic research and scientific papers

Synthesis and Applications of Silyl 2-Methylprop-2-ene-1-sulfinates in Preparative Silylation and GC-Derivatization Reactions of Polyols and Carbohydrates

Trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, and triisopropylsilyl 2-methylprop-2-ene-1-sulfinates were prepared through (CuOTf)2C6H6-catalyzed sila-ene reactions of the corresponding methallylsilanes with SO2 at 50 °C. Sterically hindered, epimerizable, and base-sensitive alcohols gave the corresponding silyl ethers in high yields and purities at room temperature and under neutral conditions. As the byproducts of the silylation reaction (SO2+isobutylene) are volatile, the workup was simplified to solvent evaporation. The developed method can be employed for the chemo- and regioselective semiprotection of polyols and glycosides and for the silylation of unstable aldols. The high reactivity of the developed reagents is shown by the synthesis of sterically hindered per-O-tert-butyldimethylsilyl-α-d-glucopyranose, the X-ray crystallographic analysis of which is the first for a per-O-silylated hexopyranose. The per-O-silylation of polyols, hydroxy carboxylic acids, and carbohydrates with trimethylsilyl 2-methylprop-2-ene-1-sulfinate was coupled with the GC analysis of nonvolatile polyhydroxy compounds both qualitatively and quantitatively. Regio- and chemoselective silylation of polyols and carbohydrates has been achieved by employing silyl sulfinates (see the picture; TBS=tert-butyldimethylsilyl, TES=triethylsilyl, TIPS=triisopropylsilyl, TMS=trimethylsilyl). The silylation reactions proceed in high yield because the reactions are mild and fast and produce only volatile byproducts. Furthermore, the silyl sulfinates are used as new derivatization reagents for the GC analysis of nonvolatile polyhydroxy compounds.

A method of manufacturing a silyl ether compd. hydroxyacid

PROBLEM TO BE SOLVED: To provide a method for obtaining a hydroxysilyl ether compound by turning one hydroxy group out of two hydroxy groups of a diol compound into a silyl ether. SOLUTION: In the method for producing a hydroxysilyl ether compound in good yield, the objective compound is prepared by reacting, in an organic solvent, the diol compound (e.g., cis-1,2-cyclooctanediol (cyclic 1,2-diol compound)) selected from a cyclic 1,2-diol compound, a chain 1,2-diol compound and chain 1,3-diol compound with an organic silicon halide compound in the presence of a Lewis acid catalyst and an organic base. COPYRIGHT: (C)2012,JPOandINPIT

Catalytic monosilylation of 1,2-diols

The selective monosilylation of 1,2-diols catalyzed by dimethyltin dichloride was successfully developed. This procedure was applied to various 1,2-diols, giving monosilylated products in good to excellent yields with high chemoselectivity.

Silyl methallylsulfinates: Efficient and powerful agents for the chemoselective silylation of alcohols, polyols, phenols and carboxylic acids

Alcohols, phenols and carboxylic acids are silylated with very good yields in the presence of silyl methallylsulfinates under non-basic conditions and with the formation of volatile co-products. The Royal Society of Chemistry 2005.

A Novel Deacylation Method using Grignard Reagent without affecting the Neighbouring Base-sensitive Functional Groups

Methyl and ethyl Grignard reagents are shown to cleave ester functions such as benzoate and acetate without affecting the neighbouring base-sensitive functional groups.