O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose

Base Information

Chemical Name:O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose
CAS No.:88087-41-6
Molecular Formula:C₅₆H₆₅NO₁₉
Molecular Weight:1056.13
Hs Code.:

O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Chemical Property of O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Technology Process of O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose

There total 9 articles about O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose 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:

: 88087-40-5
2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

: 13242-53-0
acetobromomannose

: 88087-41-6
O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: With calcium sulfate; mercury(II) cyanide; In nitromethane; benzene; at 50 ℃; for 72h;

Reference yield:

: 88087-32-5
3-O-allyl-2-di-O-benzoyl-4,6-di-O-benzyl-α-D-glucopyranosyl bromide

: 88087-41-6
O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 63.7 percent / Hg(CN)2, drierite / benzene; nitromethane / 25 h / Ambient temperature

2: 76 percent / MeONa / methanol / Ambient temperature

3: 1.) DMSO-Ac₂O, 2.) NaBH₄ / 1.) 48 h, room temperature, 2.) MeOH, CH₂Cl₂, 4 h, room temperature

4: 69.5 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 48 h / 50 °C

5: 43.2 percent / tris(triphenylphosphine)rhodium chloride, 1,4-diazabicyclo<2.2.2>octane / ethanol; benzene / 4 h / Heating; further reagent, catalyst, solvent

6: Hg(CN)2, Drierite / benzene; nitromethane / 72 h / 50 °C

With 1,4-diaza-bicyclo[2.2.2]octane; calcium sulfate; barium dihydroxide; sodium tetrahydroborate; Wilkinson's catalyst; sodium methylate; mercury(II) cyanide; acetic anhydride; dimethyl sulfoxide; barium(II) oxide; In methanol; nitromethane; ethanol; N,N-dimethyl-formamide; benzene;

Reference yield:

: 88087-31-4
3-O-allyl-1,2-di-O-benzoyl-4,6-di-O-benzyl-β-D-glucopyranose

: 88087-41-6
O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1->4)-2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: 90.1 percent / 30percent HBr-AcOH / CH₂Cl₂ / 0.67 h / 0 °C

2: 63.7 percent / Hg(CN)2, drierite / benzene; nitromethane / 25 h / Ambient temperature

3: 76 percent / MeONa / methanol / Ambient temperature

4: 1.) DMSO-Ac₂O, 2.) NaBH₄ / 1.) 48 h, room temperature, 2.) MeOH, CH₂Cl₂, 4 h, room temperature

5: 69.5 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 48 h / 50 °C

6: 43.2 percent / tris(triphenylphosphine)rhodium chloride, 1,4-diazabicyclo<2.2.2>octane / ethanol; benzene / 4 h / Heating; further reagent, catalyst, solvent

7: Hg(CN)2, Drierite / benzene; nitromethane / 72 h / 50 °C

With 1,4-diaza-bicyclo[2.2.2]octane; calcium sulfate; barium dihydroxide; sodium tetrahydroborate; Wilkinson's catalyst; hydrogen bromide; sodium methylate; mercury(II) cyanide; acetic anhydride; acetic acid; dimethyl sulfoxide; barium(II) oxide; In methanol; nitromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;