77977-08-3Relevant academic research and scientific papers
Reaction of 4,6-O-Benzylideneglycals with Benzoic Acid, Triphenylphosphine, and Diethyl Azodicarboxylate and of the Products with Sodium Methoxyde. X-Ray Structure of 1-O-Benzoyl-4,6-O-benzylidene-2-deoxy-3-O-methyl-α-D-arabino-hexopyranose, C21H22O6
Guthrie, R. D.,Irvine, Robert W.,Davison, Bruce E.,Henrick, Kim,Trotter, Jill
, p. 468 - 472 (2007/10/02)
Reaction of 4,6-O-benzylidene-D-allal with benzoic acid, triphenylphosphine, and diethyl azodicarboxylate gave a mixture of 1-O-benzoyl-4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hex-2-enopyranose (3) as the major product together with its β-anomer (4) and 3-O-benzoyl-4,6-O-benzylidene-D-glucal (5).Debenzoylation led to a mixture of the 4,6-O-benzylidene-D-glucal, 4,6-O-benzylidene-2-deoxy-3-O-methyl-D-arabino- and -D-ribo-hexopyranose.The structure of the arabino-isomer (6) was established by X-ray analysis of its 1-O-benzoyl derivative.Crystals are orthorhombic, space group P212121, a=21.789(2), b=14.772(3), c=5.925(2) Angstroem.The structure was solved by direct methods and refined to R 0.095.
