157849-01-9

Basic information

• Product Name: 5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-1-naphthol
• Synonyms: 5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-1-naphthol
• CAS NO: 157849-01-9
• Molecular Weight: 682.813
• Mol File: 157849-01-9.mol

Chemical Properties

• CAS DataBase Reference: 5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-1-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-1-naphthol(157849-01-9)
• EPA Substance Registry System: 5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-1-naphthol(157849-01-9)

Safety Data

• Hazardous Substances Data: 157849-01-9(Hazardous Substances Data)

Upstream product

• 104495-20-7 2,3,4-tris-O-(phenylmethyl)-α-L-rhamnopyranosyl fluoride 
• 104506-17-4 4-Acetoxy-8-benzyloxy-1-hydroxynaphthalene 
• 210426-02-1 2,3,4-tri-O-benzyl-L-rhamnopyranose 
• 157849-00-8 1-acetoxy-5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)naphthalene 

Downstream Products

• 172316-15-3 1-benzyloxy-10-methoxy-8-<1-(2-(methoxymethoxy)ethyl)>-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one 
• 175165-89-6 Acetic acid 10-methoxy-8-[2-(2-nitro-phenylselanyl)-ethyl]-6-oxo-12-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-6H-dibenzo[c,h]chromen-1-yl ester 
• 157849-03-1 1-benzyloxy-10-methoxy-8-methyl-12-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-6H-benzonaphtho<1,2-b>pyran-6-one 
• 132417-96-0 BE-12406 A 
• 172316-14-2 5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-1-naphthyl 3-methoxy-5-<1-(2-(methoxymethoxy)ethyl)>-2-(trifluoromethanesulfonyloxy)benzoate 
• 157849-02-0 5-benzyloxy-4-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyloxy)-1-naphthyl-3-methoxy-5-methyl-2-(trifluoromethanesulfonyloxy)benzoate 

Relevant articles and documents

Total syntheses of Be-12406 a and its C(8)-Vinyl analog

Total syntheses of BE-12406 A (3a) and its C(8)-vinyl analog (3c) are described. The key step is the selective O-glycosylation of naphthol (4)with L-rhamnopyranosyl fluoride (5) by employing Cp2HfCl2-AgClO4 in fluorobenzene at -20°C in the presence of a hindered base, 2,6-di-t-butyl-4-methylpyridine (12), affording O-glycoside (11) in good yield.

First total synthesis of BE-12406 A

A concise total synthesis of BE-12406 A (3a) was achieved. The key step was the selective O-glycosylation of naphthol 4 with L-rhamnopyranosyl fluoride 5, employing Cp2HfCl2-AgClO4 in fluorobenzene at -20°C in the presence of a hindered base 9, affording O-glycoside 8 in good yield.