2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose

Base Information

• Chemical Name: 2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose
• CAS No.: 125085-10-1
• Molecular Formula: C₅₅H₆₀O₁₀
• Molecular Weight: 881.075

Synonyms:2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose

Chemical Property of 2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose

Chemical Property:

Purity/Quality:

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Technology Process of 2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose

There total 22 articles about 2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-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: 80.0%

methyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside (125209-20-3) → 2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose (125085-10-1)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1016/0008-6215(89)85044-X

Reference yield: 62.0%

C62H66O11S (144100-99-2,144101-06-4,144101-07-5) → 2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose (125085-10-1)

Guidance literature:

With W-2 Raney nickel; In tetrahydrofuran; ethanol; at 23 ℃; for 3h;

DOI:10.1246/cl.1992.1511

Reference yield:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + 3,4,6-tri-O-benzyl-D-galactal (80040-79-5) → 2-deoxy-3,4,6-tri-O-benzyl-β-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose (125085-10-1) + 2-deoxy-3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-O-methyl-α-D-glucopyranose

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 50 ℃; for 0.583333h; optical yield given as %de; diastereoselective reaction; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.124

upstream raw materials:

Acetic acid (2S,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

1,2-O-(1-methoxyethylidene)-3,4,6-tri-O-benzyl-α-D-galactopyranose

1,2-di-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranose

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