Thexyldimethylsilyl chloride, an easily accessible reagent for the protection of alcohols

Development of specific inhibitors for heparin-binding proteins based on the cobra cardiotoxin structure: an effective synthetic strategy for rationally modified heparin-like disaccharides and a trisaccharide

“…22 Then by regio-and stereoselective silylation with dimethylthexylsilyl chloride (TDSCl) and imidazole in dichloromethane at À20°C, the b-silyl glycoside 10 was obtained from 9 (Scheme 2). 23 column eluting with 10:1 hexanes-EtOAc, and the pure pivaloates 11, 13, and 14 could be obtained in the ratio of 10:7:5. Then, under the catalysis of Sc(OTf) 3 at room temperature overnight, acetylation of 11 gave a mixture of a anomer and b anomer of the corresponding O-2 acetylated silyl glycoside 12.…”

Ethene Copolymerization with Trialkylsilyl Protected Polar Norbornene Derivates

“…Synthesis of 5-Norbornene-2-methyleneoxyisopropyldimethylsilane (1a) [10] and 5-Norbornene-2-methyleneoxythexyldimethylsilane (1d) [11] In a three-necked flask, a solution of 5-norbornene-2-methanol in N,N-dimethylformamide were added dropwise to a solution of imidazole in N,N-dimethylformamide (n[imidazole]:n[5-norbornene-2-methanol] ¼ 2.1:1 (1a) and 1.4:1 (1d)). Under stirring and cooling, isopropyldimethylsilyl chloride (1a) and thexyldimethylsilyl chloride (1d), respectively was slowly added dropwise and then stirred overnight at room temperature (n[trialkylsilyl chloride]:n[5-norbornene-2-methanol] ¼ 1:1).…”

Reactions at Oxygen Atoms

“…HCI in EtOH (rt) [153], aqueous HF in MeCN (5-30% of a 40% aqueous HF solution) [154], PPTS in EtOH [155], and PPTS in CH 2 CI 2 /MeOH (2:1,4-14 d, O-S 0c) [156].…”

“…Dimethylthexylsilyl chloride (DMTS-Cl) has been found to be suitable for this purpose [183] and is used similarly as TBDMS-CI [153] (imidazole, DMF). The DMTS group has been utilized in the synthesis of heptakis(6-0-and 2,6-di-0-)DMTS-~-cyclodextrins [184] (DMF, py, 48 h, 95 'C).…”