O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose

Base Information

Chemical Name:O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose
CAS No.:162710-66-9
Molecular Formula:C₂₂H₂₈O₁₀
Molecular Weight:452.458
Hs Code.:

Synonyms:O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose

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Chemical Property of O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose

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Technology Process of O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose

There total 4 articles about O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 5349-10-0
1,6-anhydro-2,3-O-endo-benzylidene-β-mannopyranose

: 162710-66-9
O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / trimethylsilyl triflate, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.) -20 deg C, 2 h, 2.) -20 deg C to 0 deg C, 2 h

2: 99 percent / NaOMe / methanol / 2 h / Ambient temperature

3: 1.) dibutyltin oxide, N-methylimidazole, 3 Angstroem molecular sieves / 1.) CH₃CN, 80 deg C, 2 h, 2.) 80 deg C, 3 h

With 1-methyl-1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; sodium methylate; di(n-butyl)tin oxide; In methanol; dichloromethane;
DOI:10.1021/jo00111a008

Reference yield:

: 203435-09-0
2,3,4,6-tetra-O-benzoyl-α,b-D-galactopyranosyl trichloroacetimidate

: 162710-66-9
O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / trimethylsilyl triflate, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.) -20 deg C, 2 h, 2.) -20 deg C to 0 deg C, 2 h

2: 99 percent / NaOMe / methanol / 2 h / Ambient temperature

3: 1.) dibutyltin oxide, N-methylimidazole, 3 Angstroem molecular sieves / 1.) CH₃CN, 80 deg C, 2 h, 2.) 80 deg C, 3 h

With 1-methyl-1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; sodium methylate; di(n-butyl)tin oxide; In methanol; dichloromethane;
DOI:10.1021/jo00111a008

Reference yield:

: 162710-64-7
O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose

: 162710-66-9
O-(3-O-Allyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-O-endo/exo-benzylidene-β-D-mannopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / NaOMe / methanol / 2 h / Ambient temperature

2: 1.) dibutyltin oxide, N-methylimidazole, 3 Angstroem molecular sieves / 1.) CH₃CN, 80 deg C, 2 h, 2.) 80 deg C, 3 h

With 1-methyl-1H-imidazole; 3 A molecular sieve; sodium methylate; di(n-butyl)tin oxide; In methanol;
DOI:10.1021/jo00111a008