2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene

Base Information

• Chemical Name: 2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene
• CAS No.: 1444827-52-4
• Molecular Formula: C₁₈H₂₇N₃O₉S
• Molecular Weight: 461.493

Synonyms:2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene

Chemical Property of 2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene

There total 1 articles about 2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene 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:

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl chloride (572-10-1,4451-35-8,4451-36-9,14227-52-2,14227-87-3,14227-88-4,14257-40-0,17081-03-7,19186-60-8,57237-01-1,65982-17-4,65982-18-5,65982-19-6,66966-08-3,144299-57-0) → 2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene (1444827-52-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetra-(n-butyl)ammonium iodide

2: ammonia / toluene / 16 h / 20 °C

3: dichloromethane / 3 h / 20 °C / Inert atmosphere

With ammonia; tetra-(n-butyl)ammonium iodide; In dichloromethane; toluene;

DOI:10.1021/jm400723n

Reference yield:

2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene (1444827-52-4) + 4-(2-chloroacetyl)benzenecarbonitrile (40805-50-3) → 5-(4-cyanobenzoyl)-2-((2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino)thiazole (1444827-60-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 60 ℃; for 16h;

DOI:10.1021/jm400723n

Reference yield:

2-chloro-1-(4-nitrophenyl)ethanone (34006-49-0) + 2-[(2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino]-4-dimethylamino-1,3-thiazabuta-1,3-diene (1444827-52-4) → 5-p-nitrobenzoyl-2-((2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino)thiazole (1444827-58-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 60 ℃; for 16h;

DOI:10.1021/jm400723n

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl chloride

Downstream raw materials:

5-benzoyl-2-((2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino)thiazole

5-p-nitrobenzoyl-2-((2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino)thiazole

5-(4-methylbenzoyl)-2-((2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino)thiazole

5-(4-cyanobenzoyl)-2-((2,3,4,6-tetra-O-acetyl-α-D-mannopyranos-1-yl)amino)thiazole

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