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Trichloroisocyanuric acid(TCCA) combination with TMSOT were used for efficient glycosylation reactions

Trichloroisocyanuric acid(TCCA), a readily available, inexpensive and shelf-stable reagent, in combination with a catalytic amount of TMSOTf, has been used for the first time for efficient glycosylation reactions based on thioglycoside donors with SEt, SPh and S-pTol leaving groups at the anomeric centres. Carbohydrates, including polysaccharides and glycoconjugates, play crucial roles in many life processes. Isolation of these life chemicals in the homogeneous state ends up with very poor yields. Thus, biological studies with tailor-made glycoconjugates and their analogues can provide us with valuable information on the functions of these biomolecules. Glycosylations are the key reactions towards the synthesis of oligosaccharides and glycoconjugates.
Trichloroisocyanuric acid(TCCA), reported to be used in other organic reactions, can serve as an efficient chloronium ion supplier. To the best of our knowledge, TCCA has not yet been exploited for any glycosylation reaction. This prompted us to use it towards the activation of thioglycosides for glycosylation reactions. Herein, we report, for the first time, thioglycoside activation with a TCCA–TMSOTf comboreagent system for efficient glycosylation reactions generating a variety of disaccharides having (1A3), (1A4) and (1A6) linkages in good to excellent yields.
Trichloroisocyanuric acid(TCCA) has a strong sterilization, bleaching, widely used for civilian health, livestock breeding and plant protection, etc. for efficient disinfectant, cotton, hemp fiber fabric washing bleach, wool shrink proofing agents, can also be used for rubber chlorination, battery materials, organic synthesis industry and dry-bleaching clothes. It's English Alias are: Trichloroisocyanuric acid;3,5-Triazine-2,4,6(1H,3H,5H)-trione,;1,3,5-trichloro-1;6(1h,3h,5h)-trione;1,3,5-trichloro-s-triazine-4;5-triazine-2,4,6(1h,3h,5h)-trione;1,3,5-trichloro-3;1,3,5-trichloro-1,3,5-triazinetrione;1,3,5-trichloro-2,4,6-trioxohexahydro-s-triazine;1,3,5-trichloro-s-triazine-2,4,6(1h,3h,5h)-trione. It can kill almost all fungi, bacteria, viruses, spores have a killing effect on kill hepatitis A, hepatitis B virus, it also have effect on the HIV virus and also has a good disinfection, safe and convenient to use, the product can also be widely applied in the food, dairy, rice seed processing, fruit preservation aspects, fiber bleaching, wool shrink, daily chemical bleaching, wood mold paper, rubber oxidation and battery materials.