
Tetrahedron Letters p. 4129 - 4132 (1998)
Update date:2022-09-26
Topics:
Duynstee, Howard I.
De Koning, Martijn C.
Van Der Marel, Gijs A.
Van Boom, Jacques H.
Chemoselective NIS/cat. TfOH-mediated glycosylation of ethyl 2,3,4-tri- O-benzoyl-1-thio-β-D-glucopyranoside (4) with ethyl 2,3-di-O-acetyl-5-O- benzyl-1-thio-β-D-erythro-apiofuranoside (3) gave dimer 5 in an excellent yield. BF3Et2O-catalysed condensation of the α-trichloroacetimidate 18, accessible in two steps from 5, with 3,4,5-trimethoxyphenol gave β-linked derivative 19 which could be transformed in five steps into the title compound.
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