methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside
CAS No.:118354-78-2
Molecular Formula:C₃₆H₄₅NO₁₀
Molecular Weight:651.754
Hs Code.:

Synonyms:methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside

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Chemical Property of methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside

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Technology Process of methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside

There total 8 articles about methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-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: 90.0%

: 118344-42-6
methyl 2-acetamido-3-O-(2-O-acetyl-3,6-di-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 118354-78-2
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; for 16h;

Reference yield:

: 28434-40-4
2,3,6-tri-O-acetyl-4-deoxy-α-D-xylo-hexopyranosyl bromide

: 118354-78-2
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: tetraethylammonium bromide, sym-collidine, 4 Angstroem molecular sieves / nitromethane; methanol / 10 h / Ambient temperature

2: methanol / 0.75 h

3: sodium hydride (50percent dispersion in oil) / dimethylformamide / 0.5 h

4: 93 percent / tetraethylammonium bromide, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.75 h / Ambient temperature

5: 80 percent / mercuric cyanide, powdered calcium sulfate, 4 Angstroem molecular sieves / toluene; nitromethane / 0.33 h / Ambient temperature

6: 93 percent / sodium cyanoborohydride, 3 Angstroem molecular sieves, methyl orange, HCl / tetrahydrofuran; diethyl ether / 0 °C

7: 90 percent / 0.17N sodium methoxide / methanol / 16 h

With 2,4,6-trimethyl-pyridine; hydrogenchloride; calcium sulfate; 3 A molecular sieve; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; methyl orange; mercury(II) cyanide; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; methanol; diethyl ether; nitromethane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 28434-39-1
1,2,3,6-tetra-O-acetyl-4-deoxy-D-xylo-hexopyranose

: 118354-78-2
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(3,6-O-benzyl-4-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / 45percent hydrogen bromide / acetic acid; CH₂Cl₂ / 0.75 h

2: tetraethylammonium bromide, sym-collidine, 4 Angstroem molecular sieves / nitromethane; methanol / 10 h / Ambient temperature

3: methanol / 0.75 h

4: sodium hydride (50percent dispersion in oil) / dimethylformamide / 0.5 h

5: 93 percent / tetraethylammonium bromide, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.75 h / Ambient temperature

6: 80 percent / mercuric cyanide, powdered calcium sulfate, 4 Angstroem molecular sieves / toluene; nitromethane / 0.33 h / Ambient temperature

7: 93 percent / sodium cyanoborohydride, 3 Angstroem molecular sieves, methyl orange, HCl / tetrahydrofuran; diethyl ether / 0 °C

8: 90 percent / 0.17N sodium methoxide / methanol / 16 h

With 2,4,6-trimethyl-pyridine; hydrogenchloride; calcium sulfate; 3 A molecular sieve; 4 A molecular sieve; tetraethylammonium bromide; hydrogen bromide; sodium methylate; methyl orange; mercury(II) cyanide; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; methanol; diethyl ether; nitromethane; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;