6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide

Base Information

• Chemical Name: 6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide
• CAS No.: 127529-88-8
• Molecular Formula: C₄₄H₄₈BrN₃O₁₁
• Molecular Weight: 874.783

Synonyms:6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide

Chemical Property of 6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide

Chemical Property:

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Technology Process of 6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide

There total 1 articles about 6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide 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: 98.0%

1,6-di-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α/β-D-galactopyranose → 6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide (127529-88-8)

Guidance literature:

With titanium(IV) bromide; In dichloromethane; ethyl acetate; at -10 - 0 ℃; for 0.416667h;

Reference yield: 67.0%

1,6-anhydro-2,3-di-O-benzyl-β-D-mannopyranose (127529-73-1) + 6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide (127529-88-8) → Acetic acid (2R,3S,4S,5R,6S)-4-((2S,3R,4R,5S,6R)-6-acetoxymethyl-3-azido-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-3,5-bis-benzyloxy-6-((1R,2R,3S,4S,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:

Reference yield: 54.0%

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (55682-57-0) + 6-O-acetyl-2,4-di-O-benzyl-3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-α-D-galactopyranosyl bromide (127529-88-8) → 4-O-<3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-acetyl-2,4-di-O-benzyl-β-D-galactopyranosyl>-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (127529-67-3)

Guidance literature:

With silver silicate-aluminate;

DOI:10.1016/S0040-4020(01)88221-1

Downstream raw materials:

4-O-<3-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-acetyl-2,4-di-O-benzyl-β-D-galactopyranosyl>-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

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