366799-53-3

Upstream product

• 100-39-0 benzyl bromide 
• 149883-70-5 (2R,3R,4S,5R,6R)-2-((2R,3R,4R)-3-Hydroxy-2-hydroxymethyl-3,4-dihydro-2H-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 166021-01-8 1,5-anhydro-6-O-triisopropylsilyl-2-deoxy-D-lyxo-hex-1-enitol 
• 130177-78-5 O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate 

Downstream Products

• 365455-41-0 (S)-3-[(2S,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-3-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-propionic acid tert-butyl ester 
• 695177-57-2 (2S,3R)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-butyric acid methyl ester 
• 365455-45-4 (2S,3R)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-benzyloxy-6-benzyloxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-butyric acid tert-butyl ester 
• 365455-43-2 (2S,3R)-3-[(2S,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-3-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-tert-butoxycarbonylamino-butyric acid tert-butyl ester 
• 365455-39-6 (2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran 

Relevant academic research and scientific papers

Solution-phase synthesis with solid-state workup of an O-glycopeptide with a cluster of cancer-related T antigens

(Chemical Equation Presented) An N-terminal glycopeptide of asialoglycophorin AM with three O-linked T antigens was prepared by "solution-phase synthesis with solid-state workup" using unprotected glycosyl amino acids as building blocks. For the glycopept

Efficient methods for glycosidations with glycals - A key intermediate for the synthesis of mucin core 1-type O-glycan

The use of glycals as acceptors in glycosylation reactions is hampered by their sensitivity to acids. We report here on the successful use of mild Lewis acid [Sn(OTf)2] as catalyst for the glycosylation with O-glycosyl trichloroacetimidates and on the development of this method to construct a key intermediate for the synthesis of mucin type O-glycans. To this end, chemoselective nitration of O-glycosylated glycals, stereoselective threonine addition, and reduction of the nitro group to the amino group by an efficient procedure avoiding the use of an expensive catalyst was performed.

Nitroglycal concatenation: A broadly applicable and efficient approach to the synthesis of complex O-glycans

Base-catalyzed glycosylations provide the basis for a new and general entry to the synthesis of mucin-type O-glycans. The desired α-linked 2-acetamidoglycosyl amino acids B are accessible selectively starting from glycals of type A. Fmoc = 9-fluorenylmeth