2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose

Base Information

Chemical Name:2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose
CAS No.:106567-66-2
Molecular Formula:C₄₅H₅₆N₂O₁₅
Molecular Weight:864.944
Hs Code.:

2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose

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Chemical Property of 2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose

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Technology Process of 2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose

There total 10 articles about 2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-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:

: 99049-68-0
tert-Butyldimethylsilyl-2-azido-2-desoxy-4,6-O-isopropyliden-β-D-glucopyranosid

: 106567-66-2
2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DME, room temp.; 2.) 3 h

2: 70 percent / 60percent CF₃COOH / CH₂Cl₂ / 2 h / Ambient temperature

3: 3 g / pyridine / dimethylformamide / 12 h / 0 °C

4: 39 percent / CF₃SO₃Si(CH₃)3 / CH₂Cl₂; hexane / -15 °C

5: 53 percent / 1 M (NBu₄)F / tetrahydrofuran / 1.) 6 h, reflux, 2.) 3 h

6: 1.) NaBH₄, NiCl₂, H₃BO₃ / 1.) CH₃OH, 5 deg C

With pyridine; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; boric acid; sodium hydride; trifluoroacetic acid; nickel dichloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 99049-62-4
2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 106567-66-2
2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 39 percent / CF₃SO₃Si(CH₃)3 / CH₂Cl₂; hexane / -15 °C

2: 53 percent / 1 M (NBu₄)F / tetrahydrofuran / 1.) 6 h, reflux, 2.) 3 h

3: 1.) NaBH₄, NiCl₂, H₃BO₃ / 1.) CH₃OH, 5 deg C

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; boric acid; nickel dichloride; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

: 99049-67-9
tert-Butyldimethylsilyl-2-azido-2-desoxy-β-D-glucopyranosid

: 106567-66-2
2-Acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-1,6-di-O-acetyl-2-desoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / p-toluenesulfonic acid / dimethylformamide / 12 h / Ambient temperature

2: 1.) NaH / 1.) CH₂Cl₂, 40 deg C; 2.) 40 deg C, 6 h; room temp., 12 h

3: 71 percent / 60percent CF₃COOH / CH₂Cl₂ / 8 h / Ambient temperature

4: 3 g / pyridine / dimethylformamide / 12 h / 0 °C

5: 39 percent / CF₃SO₃Si(CH₃)3 / CH₂Cl₂; hexane / -15 °C

6: 53 percent / 1 M (NBu₄)F / tetrahydrofuran / 1.) 6 h, reflux, 2.) 3 h

7: 1.) NaBH₄, NiCl₂, H₃BO₃ / 1.) CH₃OH, 5 deg C

With pyridine; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; boric acid; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; nickel dichloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;