1,3,4,6-tetra-O-acetyl-2-(4'-methoxybenzylidene)amino-2-desoxy-α-D-galactopyranose

Base Information

• Chemical Name: 1,3,4,6-tetra-O-acetyl-2-(4'-methoxybenzylidene)amino-2-desoxy-α-D-galactopyranose
• CAS No.: 74554-00-0
• Molecular Formula: C₂₂H₂₇NO₁₀
• Molecular Weight: 465.457

Synonyms:1,3,4,6-tetra-O-acetyl-2-(4'-methoxybenzylidene)amino-2-desoxy-α-D-galactopyranose

Chemical Property of 1,3,4,6-tetra-O-acetyl-2-(4'-methoxybenzylidene)amino-2-desoxy-α-D-galactopyranose

Chemical Property:

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Technology Process of 1,3,4,6-tetra-O-acetyl-2-(4'-methoxybenzylidene)amino-2-desoxy-α-D-galactopyranose

There total 8 articles about 1,3,4,6-tetra-O-acetyl-2-(4'-methoxybenzylidene)amino-2-desoxy-α-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: 91.0%

6-(hydroxymethyl)-3-(((E)-4-methoxybenzylidene)amino)tetrahydro-2H-pyran-2,4,5-triol + acetic anhydride (108-24-7) → (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-((E)-(4-methoxybenzylidene)amino)tetrahydro-2Hpyran-2,4,5-triyl triacetate (7597-81-1,34948-61-3,55628-19-8,74554-00-0,103382-86-1,114297-26-6)

Guidance literature:

With pyridine; at 0 - 24 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmc.2016.12.024

Reference yield: 80.0%

acetic anhydride (108-24-7) + 2-(4'-methoxybenzylidene)amino-2-desoxy-D-galactose (51471-40-0) → 1,3,4,6-tetra-O-acetyl-2-(4'-methoxybenzylidene)amino-2-desoxy-α-D-galactopyranose (74554-00-0)

Guidance literature:

In pyridine; at 20 ℃; for 24h;

DOI:10.1007/BF00961768

Reference yield: 80.0%

acetic anhydride (108-24-7) + 2-(4-methoxybenzylidene)imine-2-deoxy-D-glucopyranose → (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-((E)-(4-methoxybenzylidene)amino)tetrahydro-2Hpyran-2,4,5-triyl triacetate (7597-81-1,34948-61-3,55628-19-8,74554-00-0,103382-86-1,114297-26-6)

Guidance literature:

With pyridine;

upstream raw materials:

acetic anhydride

(+)-D-glucosamine hydrochloride

4-methoxy-benzaldehyde

D-glucosamine hydrochloride

Downstream raw materials:

1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride

tetra-acetyl glucosamine

2-(acetoxymethyl)-5-{[(benzyloxy)carbonyl]amino}tetrahydropyran-3,4,6-triyl triacetate

3,4,6-tri-O-acetyl-2-(benzoyloxycarbonyl)amino-2-deoxy-α-D-glucopyranosyl bromide

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