868161-61-9Relevant academic research and scientific papers
New deprotection method of the 2,2,2-trichloroethoxycarbonyl (Troc) group with (BU3Sn)2
Tokimoto, Hiroomi,Fukase, Koichi
, p. 6831 - 6832 (2005)
The 2,2,2-trichloroethoxycarbonyl (Troc) group was efficiently removed in high yields with (Bu3Sn)2 in DMF under microwave heating. The present method was applied to deprotection of the Troc group on solid support.
Design and synthesis of unnatural heparosan and chondroitin building blocks
Bera, Smritilekha,Linhardt, Robert J.
, p. 3181 - 3193 (2011/06/24)
Triazole linked heparosan and chondroitin disaccharide and tetrasaccharide building blocks were synthesized in a stereoselective manner by applying a very efficient copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction of appropriately substituted
The synthesis of 2-acetamido-2-deoxy-4-O-beta-D-mannopyranosyl-D-glucose.
Shaban,Jeanloz
, p. 115 - 127 (2007/10/10)
Condensation of 4,6-di-O-acetyl-2,3-O-carbonyl-alpha-D-mannopyranosyl bromide with 2-amino-2-N,3-O-carbonyl-5.6-O-isopropylidene-D-glucose diethyl acetal gave, unexpectedly, 2-amino-2-N,3-O-carbonyl-2-deoxy-4-O-(4,6-di-O-acetyl-2,3-O-carbonyl-alpha-D-mannopyranosyl)-5,6-O-isopropylidene-D-glucose diethyl acetal, futher transformed, by de-esterification followed by acetylation, into the previously known 2-amino-2-N,3-O-carbonyl-2-deoxy-5,6-O-isopropylidene-4-O-alpha-D-mannopyranosyl-D-glucose diethyl acetal and its tetra-O-acetyl derivative. Benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-beta-D-glucopyranoside was condensed with 2-O-acetyl-3,4,6-tri-O-benzyl-beta-D-glucopyranosyl bromide to give benzyl 2-acetamido-4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-beta-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-beta-D-glucopyranoside. Removal of the 2-O-acetyl group, followed by oxidation with acetic anhydridedimethyl sulfoxide, gave a beta-D-arabino-hexosid-2-ulose (25). After reduction with sodium borohydride, removal of the benzyl groups gave crystalline 2-acetamido-2-deoxy-4-O-beta-D-mannopyranosyl-D-glucose (27). The anomeric configuration of the glycosidic linkage was ascertained by comparison with the alpha-D-linked disaccharide.
