Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals. However, they have proven to be challenging because of the mutual inactivation of both catalysts. 74808-09-6, Name is (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate, molecular formula is C36H36Cl3NO6. In a Article,once mentioned of 74808-09-6, Synthetic Route of 74808-09-6
Reaction of O-benzyl-protected alpha-glycopyranosyl trichloroacetimidates 1 and the xylo analogues 7 with silyl enol ethers or allyltrimethylsilane as C-nucleophiles yields with zink chloride as catalyst mainly or exclusively alpha-C-glycosides (5a-alpha to 5h-alpha, 8b, c-alpha, 16-alpha, 18-alpha).For the reactions with trimethylsilyl cyanide to form alpha-C-glycosyl cyanides (10-alpha, 14-alpha, 15-alpha), trimethylsilyl trifluoromethanesulfonate was used as catalyst.Silyl enol ethers reacted with the 2-O-acetyl group of the O-acetylated alpha-glycosyl trichloroacetimidate 2 under formation of 1,3-dicarbonyl derivatives (9a, b). – Reaction of the alpha-glucopyranosylmethyl phenyl ketone 5a-alpha with Bredereck reagent and subsequently with hydrazine, acetamidine, or guanidine gives via intermediate anomerisation preferentially beta-C-nucleosides (21-beta, 24-beta, 25-beta).However, alpha-homo-C-nucleosides (26-alpha, 30-alpha to 32-alpha, 35-alpha, 38-alpha) are obtained from the corresponding reactions with alpha-glycopyranosylmethyl alkyl ketones 5c, d, e-alpha and 8c-alpha.For structural analysis these compounds were deprotected and acetylated.
Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Application of 74808-09-6. You can get involved in discussing the latest developments in this exciting area about 74808-09-6
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics