benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
CAS No.:79781-74-1
Molecular Formula:C₆₂H₆₆N₄O₁₅
Molecular Weight:1107.22
Hs Code.:

benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

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Chemical Property of benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

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Technology Process of benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

There total 9 articles about benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(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: 33.0%

: 79781-67-2
2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl chloride

: 67673-35-2
N-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-((4aR,6R,7R,8R,8aR)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

: 79781-74-1
benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: With molecular sieve; silver perchlorate; silver carbonate; In dichloromethane; for 3h;
DOI:10.1016/0008-6215(83)88263-9

Reference yield:

: 79781-68-3
1-O-acetyl-2-azido-3,4,6-tri-O-benzyl-2-desoxy-D-galactopyranose

: 79781-74-1
benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1) 0.5 M aq. HCl / 1) dioxane, reflux, 4 h; 2) CH₂Cl₂, pyridine, 20 deg C, 15 min

2: 60 percent / hydrogen bromide / CH₂Cl₂ / 5 h / 0 °C

3: triethylbenzylammonium chloride / acetonitrile / 0.15 h

4: 1) Ag₂CO₃, AgClO₄, molecular sieves; 2) NaOMe / 1) CH₂Cl₂, 30 min; 2) MeOH

With hydrogenchloride; molecular sieve; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; sodium methylate; silver perchlorate; silver carbonate; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(83)88263-9

Reference yield:

: 79781-70-7
4-Nitro-benzoic acid (3R,4R,5R,6R)-3-azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

: 79781-74-1
benzyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1-3)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1-3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / hydrogen bromide / CH₂Cl₂ / 5 h / 0 °C

2: triethylbenzylammonium chloride / acetonitrile / 0.15 h

3: 1) Ag₂CO₃, AgClO₄, molecular sieves; 2) NaOMe / 1) CH₂Cl₂, 30 min; 2) MeOH

With molecular sieve; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; sodium methylate; silver perchlorate; silver carbonate; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(83)88263-9