100740-78-1

Upstream product

• 18311-26-7 methyl 6-O-trityl-α-D-glucopyranoside 
• 76-83-5 trityl chloride 
• 31001-23-7 methyl 3-deoxy-3-fluoro-β-D-galactopyranoside 

Downstream Products

• 97462-02-7 methyl O-(3-deoxy-3-fluoro-β-D-galactopyranosyl)-(1->6)-O-β-D-galactopyranosyl-(1->6)-3-deoxy-3-fluoro-β-D-galactopyranoside 
• 100740-82-7 methyl O-(2,3,4-tri-O-benzoyl-6-O-bromoacetyl-β-D-galactopyranosyl)-(1->6)-2,4-di-O-benzoyl-3-deoxy-3-fluoro-β-D-galactopyranoside 
• 100740-83-8 methyl O-(2,3,4-tri-O-benzoyl-β-D-galactopyranosyl)-(1->6)-2,4-di-O-benzoyl-3-deoxy-3-fluoro-β-D-galactopyranoside 
• 100776-44-1 methyl 2,4-di-O-benzoyl-3-deoxy-3-fluoro-β-D-galactopyranoside 
• 100740-84-9 methyl O-(2,4,6-tri-O-benzoyl-3-deoxy-3-fluoro-β-D-galactopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzoyl-β-D-galactopyranosyl)-(1->6)-2,4-di-O-benzoyl-3-deoxy-3-fluoro-β-D-galactopyranoside 
• 100740-79-2 C₄₀H₃₅FO₇ 
• 100740-86-1 methyl 2,4-di-O-acetyl-3-deoxy-3-fluoro-6-trityl-β-D-galactopyranoside 

Relevant academic research and scientific papers

Synthesis of methyl glycosides of beta-(1----6)-linked D-galactobiose, galactotriose, and galactotetraose having a 3-deoxy-3-fluoro-beta-D-galactopyranoside end-residue.

Methyl 2,4-di-O-acetyl-3-deoxy-3-fluoro-beta-D-galactopyranoside was synthesized by sequential tritylation, acetylation, and detritylation of methyl 3-deoxy-3-fluoro-beta-D-galactopyranoside, and used as the initial nucleophile in the synthesis of methyl

Fluorinated Carbohydrates. 2. Selective Fluorination of Gluco- and Mannopyranosides. Use of 2-D NMR for Structural Assignments

Methyl and phenyl α-glucosides, or suitably protected derivatives, may be selectively fluorinated with (diethylamino)sulfur trifluoride (DAST) at the 4- or 6-position to afford the corresponding fluorinated galacto- or glucopyranoside.In contrast to the α-glucosides, the β-glucosides underwent ring fluorination at C-3 to give the 3-deoxy-3-fluoro-β-allo derivatives.High yields of primary fluorinated (C-6) products were obtained from both α- and β glucosides by use of appropriate reaction times.Use of 6-O-trityl derivatives of methyl α- and β-glucosides gave methyl 4-deoxy-4-fluoro-α-galactopyranoside (22) and methyl 3-deoxy-3-fluoro-β-allopyranoside (19), respectively.Use of 2-D NMR (COSY) for structural assignements is also described.Fluorinated p-nitrophenyl α- and β-gluco- and -galactopyranosides (such as 15) have also been prepared by the above DAST reactions. 6-O-Pivaloate esters of methyl α-gluco-and α- and β-galactopyranoside have been prepared as an acid and DAST-stable 6-O protecting group.Proof of an intramolecular fluoride-ion delivery mechanism for the SN2 displacement reaction at C-4 in methyl α-D-mannopyranoside is described.Methyl 4-amino-4,6-dideoxy-6-fluoro-α-D-glucopyranoside, methyl 6-amino-3,6-dideoxy-3-fluoro-β-D-allopyranoside, and methyl 6-amino-4,6-dideoxy-4-fluoro-α-D-talopyranoside were also prepared via the above methodology.