4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one

Base Information

• Chemical Name: 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one
• CAS No.: 255368-90-2
• Molecular Formula: C₂₆H₂₉N₃O₁₁S
• Molecular Weight: 591.596

Synonyms:4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one

Chemical Property of 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one

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Technology Process of 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one

There total 1 articles about 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one 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: 15.0%

6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one (17037-28-4) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one (255368-90-2) + acetic acid 4,5-diacetoxy-6-acetoxymethyl-2-[6-[2-(4-methoxy-phenyl)-vinyl]-5-oxo-3-thioxo-2-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-2,5-dihydro-3H-[1,2,4]triazin-4-yl]-tetrahydro-pyran-3-yl ester

Guidance literature:

With potassium hydroxide; In water; at 20 ℃;

DOI:10.1080/07328319908044880

Reference yield: 97.0%

4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one (255368-90-2) → 6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one (17037-28-4)

Guidance literature:

With ammonia; In methanol; at 20 ℃;

DOI:10.1080/07328319908044880

Reference yield: 40.0%

4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one (255368-90-2) + methyl iodide (74-88-4) → 3-methylmercapto-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-1,2,4-triazin-5(4H)-one + Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{6-[(E)-2-(4-methoxy-phenyl)-vinyl]-2-methyl-5-oxo-3-thioxo-2,5-dihydro-3H-[1,2,4]triazin-4-yl}-tetrahydro-pyran-3-yl ester

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 40 - 50 ℃; for 0.0833333h;

DOI:10.1080/07328319908044880

upstream raw materials:

6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one

6-β-(4-methoxyphenyl)vinyl-1,2,4-triazine-3,5(2H,4H)-dithione

2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-1,2,4-triazine-3,5(2H,4H)-dithione

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