N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide
• CAS No.: 1430223-98-5
• Molecular Formula: C₃₇H₃₅N₃O₁₂S₂
• Molecular Weight: 777.83
• Mol file: 1430223-98-5.mol

Synonyms:N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide

Chemical Property of N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide

There total 4 articles about N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide 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: 63.0%

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) + N-(4-(5-cyano-6-oxo-4-(4-thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzensulfonamide (1430223-96-3) → N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide (1430223-98-5) + N-(4-(5-cyano-6-oxo-4-(thien-2-yl)-1-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide (1430224-00-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1080/15257770.2013.775449

Reference yield:

p-aminobenzophenone (99-92-3) → N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide (1430223-98-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 2 h / Reflux

2: ammonium acetate / ethanol / 5 h / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With pyridine; ammonium acetate; potassium carbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1080/15257770.2013.775449

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-(4-(5-cyano-6-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide (1430223-98-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 2 h / Reflux

2: ammonium acetate / ethanol / 5 h / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With pyridine; ammonium acetate; potassium carbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1080/15257770.2013.775449

upstream raw materials:

p-aminobenzophenone

p-toluenesulfonyl chloride

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

N-(4-(5-cyano-6-oxo-4-(4-thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzensulfonamide

Downstream raw materials:

N-(4-(5-cyano-6-(β-D-glucopyranosyloxy)-4-(thien-2-yl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide