methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 1591904-79-8
• Molecular Formula: C₈₁H₉₆O₁₇Si
• Molecular Weight: 1369.73

Synonyms:methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Chemical Property of methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

There total 2 articles about methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-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: 71.0%

methyl (2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1591904-74-3) + phenyl 2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-1-thio-β-D-glucopyranoside (1591904-77-6) → methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1591904-79-8)

Guidance literature:

With 2,4,6-trimethyl-pyridine; N-iodo-succinimide; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene; at -40 - 10 ℃; for 3h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tet.2014.03.033

Reference yield: 49.0%

methyl (2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1591904-74-3) + phenyl 2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-1-thio-β-D-glucopyranoside (1591904-77-6) → methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1591904-79-8) + methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1591904-81-2) + tert-butyldimethylsilyl 2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranoside (1591904-83-4) + tert-butyldimethylsilyl 2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-β-D-glucopyranoside (1591904-85-6) + methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-[2-O-acetyl-6-O-(2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α,β-D-glucopyranosyl)-3-O-methyl-α-L-idopyranosyl]-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -40 - -10 ℃; for 2h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tet.2014.03.033

Reference yield: 47.0%

methyl (2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1591904-79-8) → methyl (2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (1591904-95-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2014.03.033

upstream raw materials:

methyl (2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

phenyl 2,3,6-tri-O-benzyl-4-O-(2-naphthyl)methyl-1-thio-β-D-glucopyranoside

Downstream raw materials:

methyl (2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1→4)-(2-O-acetyl-6-O-tert-butyldimethylsilyl-3-O-methyl-α-L-idopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

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