Cao, Suoding; Hernandez-Mateo, Fernando; Roy, Rene published an article in Journal of Carbohydrate Chemistry. The title of the article was 《Scope and applications of “”active and latent”” thioglycosyl donors. Part 4》.SDS of cas: 99409-32-2 The author mentioned the following in the article:
The relative reactivity of various thioglycosyl donors having Et, Ph, or para-substituted Ph groups with electron donating (N-Ac) or electron withdrawing (NO2) substituents were compared using 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose as standard glycosyl acceptor. The reactivity order was found to decrease from Et > Ph > p-acetamidophenyl > p-nitrophenyl. In the latter situation, when the thioglycosyl donor was also equipped with “”disarming”” ester protecting groups, they were found to be inert or inactive toward common thiophilic promoters. Alternatively, it was possible to selectively activate the “”armed”” perbenzylated p-nitrophenyl 1-thio-β-D-galactopyranoside in the presence of the corresponding “”disarmed”” perbenzoylated p-nitrophenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-galactopyranoside which served as the glycosyl acceptor. When both “”armed”” perbenzylated thioglycosides were used as thioglycosyl donor and thioglycosyl acceptor, resp., the milder thiophilic promoter Me triflate was required for chemoselective activation. These results further demonstrate the potential of “”armed and disarmed”” “”active and latent”” thioglycosides in blockwise oligosaccharide syntheses. In the experimental materials used by the author, we found Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2SDS of cas: 99409-32-2)
Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.SDS of cas: 99409-32-2They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles