methyl 2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 478245-01-1
• Molecular Formula: C₄₈H₅₀O₁₃
• Molecular Weight: 834.917

Synonyms:methyl 2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

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

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

There total 3 articles about methyl 2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,4-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: 84.5%

methyl 2,6-di-O-benzoyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3,4-tri-O-benzyl-α-D-glucopyranoside → methyl 2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (478245-01-1)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.25h;

DOI:10.1016/S0008-6215(02)00131-3

Reference yield:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) → methyl 2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (478245-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89.1 percent / NIS; Me₃SiOTf / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 84.5 percent / 90 percent TFA / 0.25 h / 20 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0008-6215(02)00131-3

Reference yield:

phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside (124477-00-5) → methyl 2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (478245-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89.1 percent / NIS; Me₃SiOTf / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 84.5 percent / 90 percent TFA / 0.25 h / 20 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0008-6215(02)00131-3

upstream raw materials:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside

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