O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside

Base Information

Chemical Name:O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside
CAS No.:212266-54-1
Molecular Formula:C₆₅H₈₀O₃₀
Molecular Weight:1341.33
Hs Code.:

O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside

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Chemical Property of O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside

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Technology Process of O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside

There total 9 articles about O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside 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: 78.0%

: 4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0
2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide

: 212266-53-0
Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4S,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

: 212266-54-1
O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; Heating; rt, 4h, reflux, 4 h;
DOI:10.1080/07328309808002338

Reference yield:

: 212266-49-4
Acetic acid (2R,3S,4R,6R)-3-acetoxy-2-acetoxymethyl-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

: 212266-54-1
O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / H₂ / Pd/C / ethanol; dioxane / 5 h / 825.07 Torr / Ambient temperature

2: 71 percent / ZnCl₂ / 4 h / Ambient temperature

3: 52.2 percent / TfOH / CH₂Cl₂; cyclohexane / 6 h / Ambient temperature

4: 88 percent / NaCNBH₃, HCl, 3 Angstroem MS / tetrahydrofuran; diethyl ether / 2 h / 0 °C

5: 78 percent / AgOTf, TMU / CH₂Cl₂ / Heating; rt, 4h, reflux, 4 h

With hydrogenchloride; trifluorormethanesulfonic acid; 3 Angstroem MS; hydrogen; silver trifluoromethanesulfonate; sodium cyanoborohydride; tetramethylurea; zinc(II) chloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; cyclohexane;
DOI:10.1080/07328309808002338

Reference yield:

: 212266-42-7
2-deoxy-2-iodo-α-D-mannopyranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

: 212266-54-1
O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl 3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / pyridine / 17 h / Ambient temperature

2: 88 percent / H₂ / Pd/C / ethanol; dioxane / 2 h / 825.07 Torr / Ambient temperature

3: 67 percent / H₂ / Pd/C / ethanol; dioxane / 5 h / 825.07 Torr / Ambient temperature

4: 71 percent / ZnCl₂ / 4 h / Ambient temperature

5: 52.2 percent / TfOH / CH₂Cl₂; cyclohexane / 6 h / Ambient temperature

6: 88 percent / NaCNBH₃, HCl, 3 Angstroem MS / tetrahydrofuran; diethyl ether / 2 h / 0 °C

7: 78 percent / AgOTf, TMU / CH₂Cl₂ / Heating; rt, 4h, reflux, 4 h

With hydrogenchloride; trifluorormethanesulfonic acid; 3 Angstroem MS; hydrogen; silver trifluoromethanesulfonate; sodium cyanoborohydride; tetramethylurea; zinc(II) chloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; diethyl ether; ethanol; dichloromethane; cyclohexane;
DOI:10.1080/07328309808002338