benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside
• CAS No.: 603962-13-6
• Molecular Formula: C₅₄H₅₈O₁₀
• Molecular Weight: 867.049

Synonyms:benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside

Chemical Property of benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside

There total 3 articles about benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside 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: 89.0%

benzyl O-(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside (603962-12-5) → benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside (603962-13-6)

Guidance literature:

With sodium methylate; In 1,4-dioxane; methanol; at 20 ℃;

DOI:10.1246/bcsj.76.1409

Reference yield:

Benzyl-2,3-di-O-benzyl-α-L-rhamnopyranosid (67758-52-5) → benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside (603962-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / p-nitrobenzenesulfonyl chloride; AgOTf; Et₃N / CH₂Cl₂ / 16 h / -60 - 20 °C

2: 89 percent / NaOMe / methanol; dioxane / 20 °C

With sodium methylate; silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1246/bcsj.76.1409

Reference yield:

2,4,6-tri-O-benzyl-3-O-acetyl-D-mannopyranose → benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside (603962-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / p-nitrobenzenesulfonyl chloride; AgOTf; Et₃N / CH₂Cl₂ / 16 h / -60 - 20 °C

2: 89 percent / NaOMe / methanol; dioxane / 20 °C

With sodium methylate; silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1246/bcsj.76.1409

upstream raw materials:

benzyl O-(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside

Benzyl-2,3-di-O-benzyl-α-L-rhamnopyranosid

Downstream raw materials:

benzyl O-(3-O-acetyl-2,4-di-O-benzyl-α-D-rhamnopyranosyl)-(1->3)-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->4)-2,3-di-O-benzyl-α-L-rhamnopyranoside

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