156727-00-3Relevant articles and documents
A New N-Acetylneuraminic Acid Donor for Highly Stereoselective α-Sialylation
Ercegovic, Teddy,Magnusson, Goeran
, p. 831 - 832 (1994)
The new sialyl donor 6 (prepared from N-acetylneuraminic acid in 44percent yield over six steps) effects clean α-sialylation of 2-(trimethylsilyl)ethyl 2,3,6,2',4',6'-hexabenzyl-β-D-lactoside in 67percent yield.
Synthesis of GD3-lactam: A potential ligand for the development of an anti-melanoma vaccine
Hossain, Nafizal,Zapata, Amparo,Wilstermann, Mikael,Nilsson, Ulf J.,Magnusson, Goeran
, p. 569 - 580 (2007/10/03)
The novel sialyl donor methyl (ethyl 4,7,8,9-tetra-O-acetyl-5-N,N-diacetylamino-3,5-dideoxy-2-thio-3-thiophenyl- D-erythro-β-L-gluco-non-2-ulopyranosid)onate was used for glycosylation of a lactosyl acceptor to give the GM3-trisaccharide derivative in 83%
A novel donor for stereoselective α-Sialylation; efficient synthesis of an α(2-8)-linked bis-sialic acid unit
Hossain, Nafizal,Magnusson, Goeran
, p. 2217 - 2220 (2007/10/03)
The novel sialyl donor methyl [ethyl 5-(N,N-diacetyl)-4,7,8,9-tetra-O- acetyl-2-thio-3-thiophenyl-2,3,5-trideoxy-D-erythro-α-L-gluco-2- nonulopyranosid]onate (2) was synthesized by N-acetylation of the corresponding 5-acetamido compound 1. α-Sialylation o
Highly stereoselective α-sialylation. Synthesis of GM3-saccharide and a bis-sialic acid unit
Ercegovic,Magnusson
, p. 3378 - 3384 (2007/10/02)
The novel sialyl donor methyl [ethyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-thio-3-(phenylthio)-2,3,5-trideox y-D-erythro-α-L-gluco-2-nonulopyranosid]onate (6) was synthesized in six steps from N-acetylneuraminic acid in an overall yield of 47%. Donor 6 was shown to be superior to conventional sialyl donors in that the sialylation yields were higher, even with sterically hindered and unreactive sialyl acceptors, and the α/β-selectivity was virtually complete.