methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 138181-82-5
• Molecular Formula: C₅₅H₆₀O₁₁
• Molecular Weight: 897.075

Synonyms:methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Chemical Property of methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

There total 13 articles about methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 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: 65.0%

methyl 3,4,6-tri-O-benzyl-2-O-(o-N-Boc-amino)benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside → methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (138181-82-5)

Guidance literature:

methyl 3,4,6-tri-O-benzyl-2-O-(o-N-Boc-amino)benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside; With trifluoroacetic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In aq. phosphate buffer; 1,2-dichloro-ethane; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01979

Reference yield: 36.0%

methyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside (20672-67-7) + methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) → methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (138181-82-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.666667h;

DOI:10.1055/s-0029-1217073

Reference yield: 2.0%

methyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (161664-79-5) → methyl 3,4,6-tri-O-benzyl-β-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (136824-11-8) + methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (138181-82-5)

Guidance literature:

With sodium methylate; In methanol; for 14h;

upstream raw materials:

methyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

(3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

methyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

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