benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

• Chemical Name: benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
• CAS No.: 71672-15-6
• Molecular Formula: C₆₈H₇₀O₁₁
• Molecular Weight: 1063.3

Synonyms:benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Chemical Property of benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Chemical Property:

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Technology Process of benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

There total 7 articles about benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside 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: 74.0%

Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside (57783-81-0) + 2,3,4,6-tetra-O-benzyl-1-O-(N-methylacetimidoyl)-β-D-galactopyranose (64801-10-1) → benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside (71672-15-6)

Guidance literature:

With 4 A molecular sieve; toluene-4-sulfonic acid; In nitromethane; for 72h; Ambient temperature;

DOI:10.1016/S0008-6215(00)81040-X

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: 42.0%

Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside (57783-81-0) + 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl fluoride (78153-79-4,89025-46-7,94898-42-7,101966-50-1,122741-44-0,143615-35-4,94898-43-8) → benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-β-D-galactopyranoside + benzyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside (71672-15-6)

Guidance literature:

With titanium(IV) fluoride; In diethyl ether; for 3h; Molecular sieve;

DOI:10.1080/07328303.2020.1837151

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

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