3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole

Base Information

• Chemical Name: 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole
• CAS No.: 1416961-42-6
• Molecular Formula: C₃₀H₃₀BrN₃O₉S
• Molecular Weight: 688.553

Synonyms:3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole

Chemical Property of 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole

Chemical Property:

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Technology Process of 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole

There total 2 articles about 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole 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: 80.0%

2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole (307325-15-1) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole (1416961-42-6)

Guidance literature:

With potassium hydroxide; In water; acetone; at 20 ℃;

DOI:10.1002/jhet.900

Reference yield:

2-(4-bromobenzylidene)hydrazine carbothioamide (36449-43-1) → 3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole (1416961-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate / ethanol / 3 h / Reflux

2: potassium hydroxide / acetone; water / 20 °C

With sodium acetate; potassium hydroxide; In ethanol; water; acetone;

DOI:10.1002/jhet.900

Reference yield: 76.0%

3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole (1416961-42-6) → 3-(β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole (1416961-43-7)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 4h;

DOI:10.1002/jhet.900

upstream raw materials:

2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole

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

2-(4-bromobenzylidene)hydrazine carbothioamide

Downstream raw materials:

3-(β-D-glucopyranosyl)-2-[(4-bromobenzylidene)hydrazono]-4-phenyl-2,3-dihydrothiazole

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