116444-18-9

Upstream product

• 1824-93-7 methyl-β-D-galactofuranoside 
• 19493-09-5 Methylenetriphenylphosphorane 
• 77874-38-5 Methyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranoside 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 89539-39-9 2,3,5,6-tetra-O-benzyl-α/β-D-galactofuranose 
• 18685-21-7 methyl 2,3,5,6-tetra-O-benzyl-β-D-galactofuranoside 
• 116558-38-4 3,4,5,6,7-penta-O-benzyl-1,2-dideoxy-D-galacto-hept-1-enitol 
• 116444-14-5 3,4,6,7-tetra-O-benzyl-1,2-dideoxy-d-galacto-hept-1-enitol 

Downstream Products

• 223131-29-1 dimethyl C-(2,3,5,6-tetra-O-benzyl-α-D-galactofuranosyl)methanephosphonate 

Relevant academic research and scientific papers

D-Galactofuranosylphosphonates. First Synthesis of UDP-C-D-galactofuranose

The chemical synthesis of two phosphono analogues of D-galactofuranosyl phosphate was performed. The natural phosphate seemed to be too labile to allow the chemical synthesis of UDP-Galf, these C-galactofuranosides are stable pharmacophores, and the α-phosphono analogue has been easily converted into UDP-C-Galf. UDP-C-Galf was tested as a competitive inhibitor of UDP-galactopyranose mutase and showed inhibition of Galf formation. Thus, it is of potential interest as an antimycobacterial agent; as an active molecule against Trypanosoma cruzi, the causative agent of South American trypanosomiasis (Chagas' disease), and as a stable analogue for use in UDP-galactopyranose mutase crystallization studies.

SYNTHESIS OF C-GLYCOSYL COMPOUNDS BY THE WITTIG IODOCYCLIZATION PROCEDURE. DIFFERENCES FROM MERCURIOCYCLIZATION

Various sugars were C-glycosylated by treatment with methylenetriphenylphosphorane and subsequent iodocyclization of the resulting hept- and hex-enitols.In all cases, a C-glycofuranosyl compound was obtained, except for 3,4,5,7-tetra-O-benzyl-1,2-dideoxy-