2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

Base Information

Chemical Name:2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide
CAS No.:905456-82-8
Molecular Formula:C₅₄H₆₂N₄O₁₄
Molecular Weight:991.105
Hs Code.:

Synonyms:2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

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Chemical Property of 2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

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Technology Process of 2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

There total 5 articles about 2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide 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: 88.0%

: 905456-81-7
2-acetamido-3-O-[2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

: 905456-82-8
2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

Guidance literature:: With methanol; sodium; at 20 ℃; for 20h;
DOI:10.1016/j.carres.2006.03.003

Reference yield:

: 290330-37-9
2-acetamido-3-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl azide

: 905456-82-8
2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / 4 Angstroem molecular sieves; trifluoromethanesulfonic acid; triethylsilane / CH₂Cl₂ / 3 h / -78 °C

2: 84 percent / 3 Angstroem molecular sieves; tetrabutylammonium bromide; CuBr₂ / CH₂Cl₂ / 144 h / 20 °C

3: 88 percent / Na; methanol / 20 h / 20 °C

With methanol; triethylsilane; trifluorormethanesulfonic acid; 3 A molecular sieve; 4 A molecular sieve; tetrabutylammomium bromide; sodium; copper(ll) bromide; In dichloromethane;
DOI:10.1016/j.carres.2006.03.003

Reference yield:

: 196942-01-5
1,2,3,4-tetra-O-acetyl- 6-O-benzyl-α/β-D-galactopyranoside

: 905456-82-8
2-acetamido-3-O-[6-O-benzyl-β-D-galactopyranosyl]-4-O-[2,3,4-tri-O-benzyl-β-D-arabinopyranosyl]-6-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

Guidance literature:: Multi-step reaction with 5 steps

1: TMSBr; BiBr₃

2: 97 percent / Hg(CN)2; 3 Angstroem molecular sieves / CH₂Cl₂; 1,2-dichloro-ethane / 144 h / 20 °C

3: 76 percent / 4 Angstroem molecular sieves; trifluoromethanesulfonic acid; triethylsilane / CH₂Cl₂ / 3 h / -78 °C

4: 84 percent / 3 Angstroem molecular sieves; tetrabutylammonium bromide; CuBr₂ / CH₂Cl₂ / 144 h / 20 °C

5: 88 percent / Na; methanol / 20 h / 20 °C

With methanol; triethylsilane; bismuth(III) bromide; trimethylsilyl bromide; trifluorormethanesulfonic acid; 3 A molecular sieve; 4 A molecular sieve; tetrabutylammomium bromide; sodium; mercury(II) cyanide; copper(ll) bromide; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/j.carres.2006.03.003