121671-80-5

Upstream product

• 121671-73-6 5-t-butyldimethylsilyloxy-1-t-butyldiphenylsilyloxyhexane 
• 928-40-5 hexane-1,5-diol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 75-16-1 methylmagnesium bromide 
• 131216-47-2 5-(tert-butyldiphenylsilyloxy)pentanal 
• 121671-76-9 5-(tert-butyldiphenylsilyloxy)pentan-1-ol 
• 111-29-5 1 ,5-pentanediol 
• 185999-07-9 tert-butyl(hex-5-enyloxy)diphenylsilane 
• 821-41-0 5-Hexen-1-ol 
• 103791-54-4 (+/-)-6-[(tert-butyldiphenylsilyl)oxy]-1,2-epoxyhexane 
• 158527-87-8 1-t-butyldiphenylsilyloxy-5-trimethylsilyloxyhexane 

Downstream Products

• 264890-90-6 6-(tert-butyldiphenylsilyloxy)-2-methylhexane-1,2-diol 
• 264890-96-2 2,2,5-trimethyl-5-[4-(tert-butyldiphenylsilyloxy)butyl]-1,3-dioxolane 
• 264890-89-3 tert-butyldiphenylsilyl 5-methyl-5-hexen-1-yl ether 
• 123171-29-9 6-(tert-butyldiphenylsilyloxy)hexan-2-one 
• 121671-73-6 5-t-butyldimethylsilyloxy-1-t-butyldiphenylsilyloxyhexane 
• 158527-87-8 1-t-butyldiphenylsilyloxy-5-trimethylsilyloxyhexane 

Relevant academic research and scientific papers

SELECTIVE DE-PROTECTION OF SILYL ETHERS

Pyridinium p-toluenesulfonate has been found to remove t-butyldimethylsilyl ethers selectively in the presence of t-butyldiphenylsilyl ethers.This methodology should find wide applicability in complex organic synthesis.

Design, Synthesis and Biological Evaluation of Highly Potent Simplified Archazolids

The archazolids are potent antiproliferative compounds that have recently emerged as a novel class of promising anticancer agents. Their complex macrolide structures and scarce natural supply make the development of more readily available analogues highly important. Herein, we report the design, synthesis and biological evaluation of four simplified and partially saturated archazolid derivatives. We also reveal important structure-activity relationship data as well as insights into the pharmacophore of these complex polyketides.

Novel oxepane formation by TiCl4-catalyzed nucleophilic cleavage of 1- alkoxymethyl-6,8-dioxabicyclo[3.2.1]octanes

Introduction of an alkoxymethyl group at the C1 position in the 6,8- dioxabicyclo[3.2.1]octane system enabled novel formation of oxepane compounds in TiCl-4-catalyzed acetal cleavage reactions. (C) 2000 Elsevier Science Ltd.

Cleavage of tert-butyldimethylsilyl ethers by chloride ion

A general method for the selective cleavage of tert-butyldimethylsilyl ethers in the presence of tert-butyldiphenylsilyl ones has been established using a combination of H2O and a concentrated solution of LiCl in DMF at 90°C. Since no acids, bases, reducing or oxidizing agents are used, the method seems to be very appropiate for the deprotection of TBDMS ethers in the presence of other sensitive functional groups.

Utilization of Neutral Alumina as a Mild Reagent for the Selective Cleavage of Primary and Secondary Silyl Ethers

The selective cleavage of primary and secondary trimethylsilyl (TMS), triisopropylsilyl (TIPS), tert-butyldimethylsilyl (TBDMS) and tert-butyldiphenylsilyl (TBDPS) ethers with neutral alumina under very mild conditions is described.The method involves utilization of the support, previously activated by heating at 80 deg C/0.1 torr for 16 h and later deactivated with variable amounts of water (1.5-4.5 percent), in 50 : 1 ratio with regard to the substrate and in the presence of non-polar solvents, like hexane.The deprotection rate depends on the steric bulkiness of the silicon substituents, following the order TMS >> TBDMS ca.TIPS > TBDPS, as well as on the type of the attached carbon.The procedure can discriminate between different silyl groups located at equivalent positions of the same molecule affording the corresponding monoprotected alcohols in very good yields.