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

Base Information

Chemical Name:benzyl 2-acetamido-4-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:83100-70-3
Molecular Formula:C₃₃H₄₄N₂O₁₁
Molecular Weight:644.719
Hs Code.:

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

There total 10 articles about benzyl 2-acetamido-4-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-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: 86.0%

: 75957-43-6
benzyl 2-acetamido-4-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-6-O-benzyl-3-O-(2-butenyl)-2-deoxy-α-D-glucopyranoside

: 83100-70-3
benzyl 2-acetamido-4-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With potassium tert-butylate; In dimethyl sulfoxide; at 50 ℃; for 8h;
DOI:10.1016/S0008-6215(00)82587-2

Reference yield:

: 66026-10-6
N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide

: 83100-70-3
benzyl 2-acetamido-4-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 76.4 percent / barium oxide, barium hydroxide octahydrate / dimethylformamide / 36 h / 0 - 22 °C

2: 96.4 percent / 60percent acetic acid / H₂O / 3 h / 60 °C

3: 82 percent / pyridine / 1 h / -20 °C

4: p-TsOH*H₂O / dioxane / 3 h / Ambient temperature

5: 1.) barium oxide, barium hydroxide octahydrate; 2.) 70percent acetic acid / 1.) N,N-dimethylformamide, 0 deg C, room temperature, 18 h; 2.) water, 50 deg C, 4 h

6: 36.1 percent / p-TsOH / 1,2-dichloro-ethane / 10 h / Heating

7: 467 mg / sodium methoxide / methanol

8: 384 mg / p-TsOH*H₂O / dimethylformamide / 2 h / 50 °C

9: 86 percent / potassium tert-butoxide / dimethylsulfoxide / 8 h / 50 °C

With pyridine; barium hydroxide octahydrate; potassium tert-butylate; sodium methylate; toluene-4-sulfonic acid; acetic acid; barium(II) oxide; In 1,4-dioxane; methanol; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)82587-2

Reference yield:

: 83100-64-5
N-{(2S,3R,4R,5S,6R)-2-Benzyloxy-4-[((E)-but-2-enyl)oxy]-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide

: 83100-70-3
benzyl 2-acetamido-4-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / pyridine / 1 h / -20 °C

2: p-TsOH*H₂O / dioxane / 3 h / Ambient temperature

3: 1.) barium oxide, barium hydroxide octahydrate; 2.) 70percent acetic acid / 1.) N,N-dimethylformamide, 0 deg C, room temperature, 18 h; 2.) water, 50 deg C, 4 h

4: 36.1 percent / p-TsOH / 1,2-dichloro-ethane / 10 h / Heating

5: 467 mg / sodium methoxide / methanol

6: 384 mg / p-TsOH*H₂O / dimethylformamide / 2 h / 50 °C

7: 86 percent / potassium tert-butoxide / dimethylsulfoxide / 8 h / 50 °C

With pyridine; barium hydroxide octahydrate; potassium tert-butylate; sodium methylate; toluene-4-sulfonic acid; acetic acid; barium(II) oxide; In 1,4-dioxane; methanol; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)82587-2