O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-mannopyranose

Base Information

Chemical Name:O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-mannopyranose
CAS No.:162710-68-1
Molecular Formula:C₃₆H₄₂O₁₀
Molecular Weight:634.723
Hs Code.:

Synonyms:O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-mannopyranose

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Chemical Property of O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-mannopyranose

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Technology Process of O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-mannopyranose

There total 7 articles about O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-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: 92.0%

: 162710-67-0
(1R,2S,6S,7R,8R)-7-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-phenyl-3,5,10,11-tetraoxa-tricyclo[6.2.1.0^2,6]undecane

: 162710-68-1
O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-mannopyranose

Guidance literature:: With acetic acid; at 75 ℃; for 2h;
DOI:10.1021/jo00111a008

Reference yield:

: 100-39-0
benzyl bromide

: 162710-68-1
O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-mannopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / NaH / dimethylformamide / 1.) r.t., 1 h, 2.) r.t., 2 h

2: 92 percent / 80percent aq. AcOH / 2 h / 75 °C

With sodium hydride; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jo00111a008

Reference yield:

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

: 162710-68-1
O-(3-O-Allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-mannopyranose

Guidance literature:: Multi-step reaction with 5 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

4: 83 percent / NaH / dimethylformamide / 1.) r.t., 1 h, 2.) r.t., 2 h

5: 92 percent / 80percent aq. AcOH / 2 h / 75 °C

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