O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-β-D-mannopyranose

Base Information

Chemical Name:O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-β-D-mannopyranose
CAS No.:162710-57-8
Molecular Formula:C₄₈H₄₂O₁₅
Molecular Weight:858.852
Hs Code.:

Synonyms:O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-β-D-mannopyranose

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Chemical Property of O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-β-D-mannopyranose

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Technology Process of O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-β-D-mannopyranose

There total 1 articles about O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-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: 68.0%

: 93793-97-6
1,6-anhydro-2,3-O-endo-(4-methoxybenzylidene)-β-D-mannopyranose

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

: 162710-57-8
O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-β-D-mannopyranose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; 1.) -20 deg C, 2 h, 2.) -20 deg C to r.t., 1 h;
DOI:10.1021/jo00111a008

Reference yield: 66.0%

: 162710-57-8
O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-β-D-mannopyranose

: 162710-58-9
O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-3-O-(4-methoxybenzyl)-β-D-mannopyranose

Guidance literature:: With 3 A molecular sieve; sodium cyanoborohydride; trifluoroacetic acid; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jo00111a008

Reference yield:

: 162710-57-8
O-(2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-endo-2,3-O-(4-methoxybenzylidene)-β-D-mannopyranose

: 162710-70-5
O-(2,3,4-Tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-4)>-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 9 steps

1: 66 percent / TFA, NaBH₃CN, 3 Angstroem molecular sieves / dimethylformamide / 24 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 1.) -10 deg C, 10 min, 2.) r.t., 1 h

3: NaN₃ / dimethylformamide / 18 h / Ambient temperature

4: 84 percent / NaOMe / methanol / 15 h / Ambient temperature

5: 1.) dibutyltin oxide, 3 Angstroem molecular sieves, 2.) N-methylimidazole / 1.) CH₃CN, 80 deg C, 2 h, 2.) 3.5 h

6: 74 percent / NaH / dimethylformamide / 1.) r.t., 45 min, 2.) r.t., 12 h

7: 78 percent / 2,3-dichloro-5,6-dicyanobenzoquinone, H₂O / CH₂Cl₂ / 2.5 h / Ambient temperature

8: 68 percent / HgBr₂, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.) r.t., 1 h, 2.) r.t., 7 h

9: 80 percent / H₂ / 2)2>PF₆ / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; 1-methyl-1H-imidazole; sodium azide; 3 A molecular sieve; 4 A molecular sieve; water; hydrogen; sodium methylate; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; mercury dibromide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00111a008