allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
CAS No.:709668-20-2
Molecular Formula:C₄₅H₄₉NO₁₂
Molecular Weight:795.884
Hs Code.:

Synonyms:allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

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Chemical Property of allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

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Technology Process of allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

There total 7 articles about allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-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: 72.0%

: 709668-19-9
allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

: 709668-20-2
allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In water; acetone;
DOI:10.1016/j.carres.2004.01.014

Reference yield:

: 4356-77-8,35094-65-6,61277-56-3,65556-30-1,78185-13-4,78185-15-6,109958-31-8,109958-33-0,113532-02-8,59433-13-5
1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose

: 709668-20-2
allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 0.48 g / TiBr₄ / ethyl acetate; CH₂Cl₂ / 2 h / 20 °C

2: 35 percent / AgOTf; 2,4,6-collidine / dimethylformamide; CH₂Cl₂ / 20 h / 20 °C

3: 95 percent / NH₃ / methanol / 24 h / 20 °C

4: 72 percent / CrO₃; H₂SO₄ / acetone; H₂O

With 2,4,6-trimethyl-pyridine; chromium(VI) oxide; sulfuric acid; ammonia; silver trifluoromethanesulfonate; titanium(IV) bromide; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.carres.2004.01.014

Reference yield:

: 35094-58-7
6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl bromide

: 709668-20-2
allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 35 percent / AgOTf; 2,4,6-collidine / dimethylformamide; CH₂Cl₂ / 20 h / 20 °C

2: 95 percent / NH₃ / methanol / 24 h / 20 °C

3: 72 percent / CrO₃; H₂SO₄ / acetone; H₂O

With 2,4,6-trimethyl-pyridine; chromium(VI) oxide; sulfuric acid; ammonia; silver trifluoromethanesulfonate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.carres.2004.01.014