138552-48-4

Upstream product

• 5550-12-9 guanosine 5'-monophosphate disodium 
• 139884-01-8 monotriethylammonium α-L-fucopyranosyl phosphate 
• 128473-11-0 bis(triethylammonium) β-L-fucopyranosyl 1-phosphate 
• 53919-70-3 Acetic acid (3S,4R,5R,6S)-4,5-diacetoxy-2-[hydroxy-(2-hydroxy-phenoxy)-phosphoryloxy]-6-methyl-tetrahydro-pyran-3-yl ester 
• 28915-80-2 2,3,4-tri-O-acetyl-L-fucopyranose 
• 128473-08-5 N,N'-Dicyclohexyl-4-morpholinecarboxaminidinium guanosine 5'-morpholidophosphate 
• 81276-28-0 β-L-Fucopyranosyl phosphate bis(tri-n-octylammonium) salt 

Downstream Products

• 56343-02-3 C₃₀H₅₃NO₁₇ 
• 146-91-8 guanosine-5'-diphosphate 

Relevant academic research and scientific papers

Synthesis of guanosine 5′-(β-L-fucopyranosyl)-diphosphate revisited

It will be demonstrated that a successful synthesis of β-L-fucopyranose-1-phosphate (2), a key intermediate in the preparation of guanosine 5′-(β-L-fucopyranose)-diphosphate (1), strongly depends on the nature of the acyl protecting groups for the non-anomeric hydroxyl functions. Thus, the perbenzoylated, instead of peracetylated, α-L-fucopyranosyl trichloroacetimidate (11) or the corresponding ethyl β-thiofucopyranoside proved to be a convenient starting compound for the preparation of 2. Further, condensation of N,N'-dicyclohexyl-4-morpholinecarboxamidinium guanosine 5′-morpholidophosphate with excess 2 gave the title compound without concomitant formation of bisguanosine-5′-diphosphate (16).