444085-54-5

Upstream product

• 87770-83-0 (Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 324532-86-7 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(Z)-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enyloxy]-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 
• 144923-59-1 ethyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside 
• 108-24-7 acetic anhydride 

Downstream Products

• 324532-88-9 [(Z)-4-(p-nitrophenoxycarbonyloxy)-but-2-en-1-yl]-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 

Relevant academic research and scientific papers

Copper(II)-mediated activation of sugar oxazolines: Mild and efficient synthesis of β-glycosides of N-acetylglucosamine

2-Methyl-(3,4,6-tri- O-acetyl- 1,2-dideoxy-α-D-glucopyrano)-[2,1-d]-2-oxazoline (5) was reacted with glycosyl acceptors bearing primary (6, 8, 10, 20) or secondary hydroxy groups (12, 14, 16, 18) in the presence of anhydrous cupric bromide or cupric chloride at elevated temperature to provide 2-acet-amido-2-deoxy-β-D-glucopyranosides in 36-92% yield. The reaction conditions are milder than those previously described for oxazoline activation employing p-toluenesulfonic acid or ferric chloride. Treatment of the oxazoline with trimethylsilyl azide (22) and CuCl2 leads to 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl azide (23) in 69% yield. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

Combinatorial solid-phase synthesis of multivalent cyclic neoglycopeptides

Conformationally restricted, multivalent cyclic neoglycopeptides, such as 1, are accessible by a convergent solid-phase synthesis in which an active carbonate is treated with immobilized cyclopeptides bearing free amino side chains. The libraries of glycoclusters obtainable by this procedure are suited for screening for lectin-binding properties.