19159-25-2

Basic information

• Product Name: TRIMETHYLSILYLSUCROSE
• Synonyms: TRIMETHYLSILYLSUCROSE;1-O,3-O,4-O,6-O-Tetrakis(trimethylsilyl)-β-D-fructofuranosyl 2-O,3-O,4-O,6-O-tetrakis(trimethylsilyl)-α-D-glucopyranoside;TMS sucrose
• CAS NO: 19159-25-2
• Molecular Formula: C₃₆H₈₆O₁₁Si₈
• Molecular Weight: 414.4776
• Mol File: 19159-25-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: TRIMETHYLSILYLSUCROSE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLSILYLSUCROSE(19159-25-2)
• EPA Substance Registry System: TRIMETHYLSILYLSUCROSE(19159-25-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 19159-25-2(Hazardous Substances Data)

Usage

General Description

Trimethylsilylsucrose is a chemical compound used primarily in the field of organic chemistry. It is mostly used for silanization, a process that involves covering a material with a thin layer of silicone, which can protect that specific material from moisture or chemical attacks. It also helps reduce friction on the material. Synthetic production is the common method used to create this compound. Trimethylsilylsucrose is not commonly found in natural sources; however, it can be prepared from sucrose by reaction with chlorotrimethylsilane and imidazole. The complete information including structural formula, chemical properties, and potential uses of trimethylsilylsucrose is typically provided by chemical databases or suppliers.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 57-50-1 Sucrose 
• 13257-81-3 4-trimethylsiloxy-3-penten-2-one 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 4648-54-8 trimethylsilylazide 

Downstream Products

• 36064-19-4 sucrose 6’-monophosphate dipotassium salt 
• 1498304-83-8 6’-O-diphenoxyphosphoryl-2,3,4,6,1’,2’,3’-hexa-O-trimethylsilyl-α,α'-sucrose 
• 69-65-8 mannitol 
• 50-70-4 D-sorbitol 
• 154-58-5 1,5-anhydro-D-glucitol 
• 27826-73-9 2,5-anhydro-D-glucitol 

Relevant articles and documents

-

-

Simple one-pot regioselective 6-O-phosphorylation of carbohydrates and trehalose desymmetrization

Biologically essential carbohydrate 6-phosphates, especially trehalose 6-phosphate, can be synthesized easily in excellent overall yields in 2 steps involving minimum protecting group manipulations. We can cleave the diphenylphosphate group for further synthetic objectives.

Regioselective azidotrimethylsilylation of carbohydrates and applications thereof

Azidotrimethylsilylation of carbohydrates (monosaccharides and disaccharides) has been achieved in high yields under Mitsunobu conditions. The azidation of carbohydrates is effected at 0 °C essentially only at the primary alcoholic position in mono, di- and triols in protected/unprotected glycosides, whereas the remaining secondary hydroxyl groups got silylated. Surprisingly, no azidation of the secondary hydroxyls was observed in all the carbohydrate substrates. Applications of the methodology for the synthesis of amino sugars, triazoles and azasugars are reported.