benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside
• CAS No.: 82805-19-4
• Molecular Formula: C₆₄H₆₈O₁₁
• Molecular Weight: 1013.24

Synonyms:benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside

Chemical Property of benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside

Chemical Property:

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Technology Process of benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside

There total 2 articles about benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-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: 51.0%

benzyl 4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside (58527-88-1) + 2,3,4,6-tetra-O-benzyl-D-glucopyranose (6564-72-3) → benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside (92812-56-1) + benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside (82805-19-4)

Guidance literature:

With N,N-dimethyl acetamide; silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; at -40 ℃; 5.0 equiv. of N,N-dimethylacetamide;

DOI:10.1246/cl.1982.1039

Reference yield: 21.0%

benzyl 4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside (58527-88-1) + 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) → benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside (92812-56-1) + benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside (82805-19-4)

Guidance literature:

With silver trifluoromethanesulfonate; triethylamine; In dichloromethane;

DOI:10.1246/bcsj.61.3943

Reference yield: 90.0%

benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside (82805-19-4) → benzyl 2,3,2',3',4',6'-hexa-O-benzyl-α-D-isomaltoside (82805-20-7)

Guidance literature:

DOI:10.1246/cl.1982.1039

upstream raw materials:

benzyl 4-O-allyl-2,3-di-O-benzyl-α-D-glucopyranoside

2,3,4,6-tetra-O-benzyl-D-glucopyranose

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

Downstream raw materials:

benzyl 2,3,2',3',4',6'-hexa-O-benzyl-α-D-isomaltoside

benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

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