Organosilicon protective agent (OSPA for short), also known as silane protective agent (SBA for short), is used to replace the active hydrogen in the compound (such as hydrogen in hydroxyl, carboxyl and amino groups) with silane to generate a stable intermediate; then, the other groups of the intermediate undergo certain reactions; after the reaction, the silane group is removed through hydrolysis reaction, so that the group originally protected by the silane group is regenerated to synthesize certain specific compounds.

Chemical properties of Triisopropylsilyl chloride

Chemical Name: Triisopropylsilyl chloride

MF: C9H21ClSi

MW: 192.8

CAS No.: 13154-24-0

Boiling point: 198 °C739 mm Hg(lit.)

0.901 g/mL at 25 °C(lit.)

Appearance: colorless clear liquid

Structure:

Application of Triisopropylsilyl chloride

Since the conversion rate of silane protection and deprotection reactions is high, and even quantitative, it is widely used in organic synthesis, especially in the synthesis of drugs and natural products. The earliest used organosilicon protective agent was triisopropyl chlorosilane. With the deepening of research, people found that when this silane group is used to protect carboxyl groups, the resulting silyl ether intermediate is very unstable in polar media, and has certain limitations in acid, base catalysis, and solvent hydrogenolysis reactions. The intermediates obtained by using sterically hindered organosilicon protective agents (organosilicon protective agents with large groups such as tert-butyl, isopropyl, and phenyl attached to the silicon atom) are relatively stable in water, sodium alcoholate, and neutral reducing media. Triisopropyl chlorosilane is an important sterically hindered organosilicon protective agent, mainly used to protect various types of hydroxyl groups, especially in multifunctional hydroxyl compounds, and can be selectively protected and deprotected, which is very important for the synthesis of nucleosides, nucleotides, and sugar compounds [1].

The silanization reaction of triisopropyl chlorosilane is carried out in a slightly excess of imidazole solution. The acid hydrolysis stability of the protected intermediate is between that of tert-butyldimethylchlorosilane and tert-butyldiphenylchlorosilane, while the alkaline hydrolysis stability is higher than that of the former two. The hydrolysis stability of the three is good. The alkaline hydrolysis rate of the intermediate of the silicone protective agent is much lower than its corresponding acid hydrolysis rate (although the temperature of the alkaline hydrolysis reaction is higher than that of the acidic hydrolysis reaction).

Manufacturer of Triisopropylsilyl chloride

Daken Chemical Limited is a mian manufacturer of Triisopropylsilyl chloride in China, if you have demands for Triisopropylsilane, please feel free to contact us, we will response within 24 hours.

Company name: Daken Chemical Limited

Add: Unit C 9/F Winning House, 72-76 Wing Lok Street, Sheung Wan, Hong Kong

Tel: +86 0371 6667 0886

Email: ellen.zhao@dakenchem.com

Web: www.dakenchem.com