345209-46-3Relevant articles and documents
An effective sialylation method using N-Troc- and N-Fmoc-protected β-thiophenyl sialosides and application to the one-pot two-step synthesis of 2,6-sialyl-T antigen
Adachi, Masaatsu,Tanaka, Hiroshi,Takahashi, Takashi
, p. 609 - 614 (2007/10/03)
We describe an efficient sialylation method using β-thiosialosides with various N-protecting groups. Modification of the C-5 amino group of β-thiosialosides into N-Fmoc and N-Troc derivatives enhanced their reactivity in glycosidation. In addition, a minimum amount of MS-3 A? was effective to improve the yield of α-linked sialoside. Branched type one-pot glycosylation initiating glycosidation of the N-Troc-protected β-thiophenyl sialoside at a primary alcohol provided the protected 2,6-sialyl-T antigen in good yield, which was converted to the fully deprotected glycosyl amino acid.
Efficient sialylation with phosphite as leaving group
Martin, Thomas J.,Schmidtrk, Richard R.
, p. 6123 - 6126 (2007/10/02)
The search for an acid labile leaving group attached to the anomeric position of O-protected N-acetylneuraminic acid led to phosphite derivative 1c which provided in the presence of catalytic amounts of trimethylsilyl trifluoromethanesulfonate the desired