1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose

Base Information

• Chemical Name: 1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose
• CAS No.: 149353-67-3
• Molecular Formula: C₄₀H₄₄O₁₀
• Molecular Weight: 684.783

Synonyms:1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose

Chemical Property of 1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose

Chemical Property:

Purity/Quality:

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Technology Process of 1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose

There total 4 articles about 1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose 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: 97.0%

1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2,3-O-isopropylidene-β-D-mannopyranose (149353-66-2) → 1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose (149353-67-3)

Guidance literature:

With trifluoroacetic acid; In water; for 0.416667h; Ambient temperature;

DOI:10.1016/0008-6215(93)80030-I

Reference yield:

1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose (14440-51-8) → 1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose (149353-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 4A molecular sieves / p-toluenesulfonic acid / CH₂Cl₂ / 5.5 h / Ambient temperature

2: 97 percent / CF₃COOH / H₂O / 0.42 h / Ambient temperature

With 4 A molecular sieve; trifluoroacetic acid; toluene-4-sulfonic acid; In dichloromethane; water;

DOI:10.1016/0008-6215(93)80030-I

Reference yield:

2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl trichloroacetimidate (74808-09-6,90357-89-4,90358-01-3,103368-01-0,103368-04-3,103368-06-5,104048-30-8,104048-33-1,114743-70-3,132201-75-3,132748-02-8,83441-60-5) → 1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-mannopyranose (149353-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 4A molecular sieves / p-toluenesulfonic acid / CH₂Cl₂ / 5.5 h / Ambient temperature

2: 97 percent / CF₃COOH / H₂O / 0.42 h / Ambient temperature

With 4 A molecular sieve; trifluoroacetic acid; toluene-4-sulfonic acid; In dichloromethane; water;

DOI:10.1016/0008-6215(93)80030-I

upstream raw materials:

tetra-O-benzyl-α-D-galactosyl bromide

levoglucosan

1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2,3-O-isopropylidene-β-D-mannopyranose

1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose

Downstream raw materials:

2,3-di-O-acetyl-1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-β-D-galactopyranose

2,3-di-O-acetyl-1,6-anhydro-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranose

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