1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose
CAS No.:145742-76-3
Molecular Formula:C₂₇H₃₁N₃O₁₄
Molecular Weight:621.555
Hs Code.:

Synonyms:1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose

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Chemical Property of 1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose

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Technology Process of 1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose

There total 5 articles about 1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-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: 92.0%

: Benzoic acid (1R,2R,3S,4S,5R)-2-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-4-trifluoromethanesulfonyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

: 145742-76-3
1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; for 18h; Ambient temperature;
DOI:10.1016/0008-6215(92)85041-W

Reference yield:

: 5349-10-0
1,6-anhydro-2,3-O-endo-benzylidene-β-mannopyranose

: 145742-76-3
1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: mercuric bromide, mercuric cyanide, molecular sieves 4A / benzene / 24 h / 60 °C

2: 71 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 72 h / Ambient temperature

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

4: 92 percent / sodium azide / dimethylformamide / 18 h / Ambient temperature

With pyridine; sodium azide; 4 A molecular sieve; mercury(II) cyanide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; mercury dibromide; In dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(92)85041-W

Reference yield:

: 145742-75-2
1,6-anhydro-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-mannopyranose

: 145742-76-3
1,6-anhydro-2-azido-3-O-benzoyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 2 h / 0 °C

2: 92 percent / sodium azide / dimethylformamide / 18 h / Ambient temperature

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(92)85041-W