1,6:2,3-dianhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl)-β-D-mannopyranose

Base Information

• Chemical Name: 1,6:2,3-dianhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl)-β-D-mannopyranose
• CAS No.: 78172-81-3
• Molecular Formula: C₁₉H₂₀O₈
• Molecular Weight: 376.363

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

Chemical Property of 1,6:2,3-dianhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl)-β-D-mannopyranose

Chemical Property:

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Technology Process of 1,6:2,3-dianhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl)-β-D-mannopyranose

There total 3 articles about 1,6:2,3-dianhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-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: 78.7%

1,6-anhydro-4',6'-O-benzylidene-2,2'-di-O-tosyl-β-maltose (78101-89-0) → 1,6:2,3-dianhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl)-β-D-mannopyranose (78172-81-3)

Guidance literature:

With sodium methylate; In methanol; for 12h; Heating;

DOI:10.1248/cpb.29.421

Reference yield: 77.1%

1,6:2,3-dianhydro-4-O-(4,6-O-benzylidene-2-O-tosyl-α-D-glucopyranosyl)-β-D-mannopyranose (78172-79-9) → 1,6:2,3-dianhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl)-β-D-mannopyranose (78172-81-3)

Guidance literature:

With sodium methylate; In methanol; for 8h; Heating;

DOI:10.1248/cpb.29.421

Reference yield: 23.1%

benzyl bromide (100-39-0) + 1,6:2,3-dianhydro-4-O-(4,6-O-benzylidene-2-O-tosyl-α-D-glucopyranosyl)-β-D-mannopyranose (78172-79-9) → 1,6:2,3-dianhydro-4-O-(3-O-benzyl-4,6-O-benzylidene-2-O-tosyl-α-D-glucopyranosyl)-β-D-mannopyranose (79636-23-0) + 1,6:2,3-dianhydro-4-O-(2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl)-β-D-mannopyranose (78172-81-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 10 ℃;

DOI:10.1248/cpb.29.1893

upstream raw materials:

benzyl bromide

1,6:2,3-dianhydro-4-O-(4,6-O-benzylidene-2-O-tosyl-α-D-glucopyranosyl)-β-D-mannopyranose

1,6-anhydro-4',6'-O-benzylidene-2,2'-di-O-tosyl-β-maltose

Downstream raw materials:

2,3-di-O-acetyl-1,6-anhydro-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-altropyranosyl)-β-D-glucopyranose

(4aR,6R,7S,8S,8aS)-6-((1R,2S,3R,4R,5R)-3,4-Dihydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

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