benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:73440-93-4
Molecular Formula:C₅₁H₅₈N₂O₁₁
Molecular Weight:875.028
Hs Code.:

Synonyms:benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

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Technology Process of benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 10 articles about benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside 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:

: 280-57-9,88935-43-7
1,4-diaza-bicyclo[2.2.2]octane

: tris(triphenylphosphine)rhodium(I) chloride

: 73440-91-2
benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranoside

: 73440-93-4
benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: rhodium; mercury (II) chloride; In tetrahydrofuran; ethanol-toluene-water; chloroform;

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 73440-93-4
benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / HBr / CH₂Cl₂ / 2 h / 15 °C

2: 94.2 percent / silver trifluoromethanesulfonate / CH₂Cl₂ / 1.) -45 deg C, 170 min; 2.) -20, 30 min

3: 78 percent / butylamine / methanol / 12 h / 85 °C

4: 82 percent / pyridine / 20 h / Ambient temperature

5: 92 percent / 0.01 M NaOMe / methanol / 12 h / 5 °C

6: 71 percent / barium hydroxide / dimethylformamide / 10 h / Ambient temperature; Irradiation

7: 1.) tris(triphenylphosphine)rhodium(I) chloride; 2.) formic acid / 1.) 3 h, reflux, ethanol, toluene, water; 2.) 1 h, reflux

With barium dihydroxide; Wilkinson's catalyst; formic acid; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; N-butylamine; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80165-9

Reference yield:

: 60920-72-1
benzyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 73440-93-4
benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) sodium cyanoborohydride, 2.5 M HCl; 2.) 80 percent acetic acid / 1.) room temp., THF, ether, 5 h; 2.) 100 grad C, 1 h

2: 94.2 percent / silver trifluoromethanesulfonate / CH₂Cl₂ / 1.) -45 deg C, 170 min; 2.) -20, 30 min

3: 78 percent / butylamine / methanol / 12 h / 85 °C

4: 82 percent / pyridine / 20 h / Ambient temperature

5: 92 percent / 0.01 M NaOMe / methanol / 12 h / 5 °C

6: 71 percent / barium hydroxide / dimethylformamide / 10 h / Ambient temperature; Irradiation

7: 1.) tris(triphenylphosphine)rhodium(I) chloride; 2.) formic acid / 1.) 3 h, reflux, ethanol, toluene, water; 2.) 1 h, reflux

With hydrogenchloride; barium dihydroxide; Wilkinson's catalyst; formic acid; sodium methylate; silver trifluoromethanesulfonate; sodium cyanoborohydride; acetic acid; N-butylamine; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80165-9