4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose

Base Information

• Chemical Name: 4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose
• CAS No.: 77710-73-7
• Molecular Formula: C₂₈H₃₂N₆O₉
• Molecular Weight: 596.597

Synonyms:4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose

Chemical Property of 4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose

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Technology Process of 4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose

There total 5 articles about 4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose 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: 93.0%

N-Acetylimidazole (2466-76-4) + 1,6-Anhydro-2-azido-4-O-(2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-2-desoxy-β-D-galactopyranose (79705-78-5) → 4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose (77710-73-7)

Guidance literature:

In chloroform; Ambient temperature;

Reference yield:

3-O-Acetyl-4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose → 4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose (77710-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / 10percent MeONa / methanol

2: 93 percent / CHCl₃ / Ambient temperature

With sodium methylate; In methanol; chloroform;

Reference yield:

3-O-Acetyl-4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose (77710-72-6) → 4-O-(6-O-Acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose (77710-73-7)

Guidance literature:

With N-Acetylimidazole; sodium methylate; Multistep reaction;

DOI:10.1016/0040-4039(81)80037-8

upstream raw materials:

N-Acetylimidazole

1,6-Anhydro-2-azido-4-O-(2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-2-desoxy-β-D-galactopyranose

3-O-Acetyl-4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-azido-2-desoxy-β-D-galactopyranose

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

Downstream raw materials:

2-Acetamido-4-O-(2-acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-desoxy-β-D-galactopyranose

2-Acetamido-3-O-(2-acetamido-6-O-acetyl-4-O-benzyl-2-desoxy-α-D-galactopyranosyl)-4-O-(2-acetamido-6-O-acetyl-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-1,6-anhydro-2-desoxy-β-D-galactopyranose

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