10517-29-0

Usage

Uses

Used in Organic Synthesis:
Trimethylsilyl 3,5-dimethoxy-4-(trimethylsilyloxy)benzoate is used as a protecting group for alcohols and phenols in organic synthesis. The trimethylsilyl groups provide selective protection, enabling chemists to perform reactions on other functional groups without interference from the protected sites.
Used in the Synthesis of Complex Organic Molecules:
In the synthesis of complex organic molecules, Trimethylsilyl 3,5-dimethoxy-4-(trimethylsilyloxy)benzoate is employed as a strategic protecting agent. Its use allows for the selective manipulation of specific functional groups, facilitating the construction of intricate molecular structures and enhancing the overall efficiency of the synthesis process.
Used in Pharmaceutical Industry:
Trimethylsilyl 3,5-dimethoxy-4-(trimethylsilyloxy)benzoate is used as a synthetic intermediate in the pharmaceutical industry. Its ability to protect specific functional groups makes it a valuable tool in the development of new drugs, where selective reactions are crucial for the synthesis of bioactive compounds.
Used in Chemical Research:
In chemical research, Trimethylsilyl 3,5-dimethoxy-4-(trimethylsilyloxy)benzoate is utilized as a reagent for studying the reactivity and selectivity of various functional groups. Its protective properties allow researchers to explore the behavior of different molecules under controlled conditions, contributing to the advancement of organic chemistry.

InChI:InChI=1S/C15H26O5Si2/c1-17-12-9-11(15(16)20-22(6,7)8)10-13(18-2)14(12)19-21(3,4)5/h9-10H,1-8H3

Upstream product

• 10416-59-8 (Z)-trimethylsilyl N-trimethylsilylacetimidate 
• 25432-41-1 C₁₂H₁₈O₅Si 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 530-57-4 3,5-dimethoxy-4-hydroxybenzoic acid 

Relevant academic research and scientific papers

Characterization of phenolic compounds in rooibos tea

Polyphenols present in rooibos, a popular herbal tea from Aspalathus linearis, were isolated in two steps. First, phenolic ingredients were separated by multilayer countercurrent chromatography (MLCCC). Preparative high-performance liquid chromatography (HPLC) was then applied to obtain pure flavonoids. The purity and identity of isolated compounds was confirmed by different NMR experiments, HPLC-diode array detector (DAD), or gas chromatography-mass spectrometry (GC-MS) analysis. This strategy proved to be valid to isolate material in up to gram quantities and to verify known and previously not published polyphenol structures. In addition the chemistry of dihydrochalcones and related intermediates was studied. The dihydrochalcone aspalathin was oxidized to the corresponding flavanone-C-glycosides ((R)/(S)-eriodictyol-6-C-β-D-glucopyranoside and (R)/(S)-eriodictyol-8-C- β-D-glucopyranoside). Flavanone-6-C-β-D-glucopyranosides were further degraded to flavones isoorientin and orientin.

PROXIMITY AND CONFORMATION EFFECTS IN 29Si AND 13C NMR SPECTRA OF DI-Ortho SUBSTITUTED TRIMETHYLSILOXYBENZENES

29Si and 13C NMR spectra of five 4-substituted 2,6-dimetoxytrimethylsiloxybenzenes were studied with the aim to elucidate the nature of the deshielding proximity effects observed in the spectra of ortho substitued trimethylsiloxybenzenes.The sensitivity of 29Si chemical shifts to para substitution is in the studied compounds essentially the same as in mono ortho methoxy-trimethylsiloxybenzenes.The deshielding proximity effect of the "second' methoxy group is somewhat smaller than that of the 'first' group.The present results indicate that the two methoxy groups assume coplanar conformations with the benzene ring and are turned away from the trimethylsiloxy group which is not in the benzene plane.It is argued that in mono ortho methoxytrimethylsiloxybenzenes the two substituent groups adopt the same conformations as in the compounds studied here.

ASSIGNMENT OF 29Si NMR LINES AND DETERMINATION OF 29Si-13C COUPLING CONSTANTS IN PERTRIMETHYLSILYLATED LIGNIN-RELATED PHENOL-CARBOXYLIC ACIDS BY SELECTIVE HETERONUCLEAR INADEQUATE METHOD

Selective heteronuclear (Si-C) INADEQUATE method has been successfully used to assign all 29Si chemical shifts in six pertrimethylsilylated lignin model compounds.Empirical assignment of the lines in the region δ=23-25 to trimethylsilyl esters of carboxyl