1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose

Base Information

• Chemical Name: 1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose
• CAS No.: 869899-29-6
• Molecular Formula: C₂₃H₂₉NO₁₂
• Molecular Weight: 511.483

Synonyms:1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose

Chemical Property of 1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose

Chemical Property:

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Technology Process of 1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose

There total 2 articles about 1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose 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:

3-amino-1,2,4,5-tetra-O-acetyl-3-deoxy-D-galactopyranoside + 3,5-dimethoxybenzoyl chloride (17213-57-9) → 1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose (869899-29-6)

Guidance literature:

With pyridine; In dichloromethane;

DOI:10.1002/anie.200500627

Reference yield:

(3R,4S,5R,6R)-6-(acetoxymethyl)-4-azidotetrahydro-2H-pyran-2,3,5-triyl triacetate (155417-78-0) → 1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose (869899-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂; HCl / Pd/C / ethanol

2: pyridine / CH₂Cl₂

With pyridine; hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1002/anie.200500627

Reference yield:

1,2,4,6-tetra-O-acetyl-3-(3,5-dimethoxybenzamido)-3-deoxy-D-galactopyranose (869899-29-6) → 2,4,6-tri-O-acetyl-3-deoxy-3-(3,5-dimethoxybenzamido)-α-D-galactopyranosyl bromide (869899-30-9)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane;

DOI:10.1002/anie.200500627

upstream raw materials:

3,5-dimethoxybenzoyl chloride

(3R,4S,5R,6R)-6-(acetoxymethyl)-4-azidotetrahydro-2H-pyran-2,3,5-triyl triacetate

Downstream raw materials:

2,4,6-tri-O-acetyl-3-deoxy-3-(3,5-dimethoxybenzamido)-α-D-galactopyranosyl bromide

bis(2,4,6-tri-O-acetyl-3-deoxy-3-(3,5-dimethoxybenzamido)-β-D-galactopyranosyl) sulfane

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