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

Base Information

• Chemical Name: benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS No.: 99388-26-8
• Molecular Formula: C₆₈H₇₀O₁₁
• Molecular Weight: 1063.3

Synonyms:benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property of benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

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Technology Process of benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 15 articles about benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-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: 68.0%

C20H30O11 + benzyl bromide (100-39-0) → C68H70O11 (62746-91-2,62746-92-3,71672-07-6,71672-15-6,99388-26-8,107855-18-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2011.09.130

Reference yield: 62.0%

benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside (67831-42-9) + methyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (97205-08-8,162061-34-9) → benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (99388-26-8) + benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-glucopyranoside (107855-18-5)

Guidance literature:

With 4 A molecular sieve; tetrabutylammomium bromide; silver trifluoromethanesulfonate; copper(ll) bromide; In 1,2-dichloro-ethane; toluene; at 20 ℃; for 5h; Ag zeolite, or Bu₄NBr instead of AgOTf;

DOI:10.1016/S0008-6215(00)90163-0

Reference yield: 46.0%

Lactose + benzyl bromide (100-39-0) → benzyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (99388-26-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.01.014

upstream raw materials:

benzyl bromide

D-cellobiose octaacetate

2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glucopyranose

benzyl hepta-O-acetyl-α,β-cellobioside

Downstream raw materials:

2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-benzyl-α-D-glucopyranose

2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1→4)-2,3,6-tri-O-benzyl-β-D-glucopyranose

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

2,3,6-tri-O-benzyl-D-glucopyranose

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