1-oxo-N²-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one

Base Information

• Chemical Name: 1-oxo-N²-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one
• CAS No.: 569336-27-2
• Molecular Formula: C₃₀H₃₀N₄O₁₁
• Molecular Weight: 622.588

Synonyms:1-oxo-N²-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one

Chemical Property of 1-oxo-N²-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one

Chemical Property:

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Technology Process of 1-oxo-N²-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one

There total 3 articles about 1-oxo-N²-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-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: 79.0%

N2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1-thioxo-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one (569336-23-8) → 1-oxo-N2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one (569336-27-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1081/CAR-120020479

Reference yield:

1-mercapto-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one (67442-91-5) → 1-oxo-N2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one (569336-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / K₂CO₃ / acetone / 10 h

2: 79 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 5 h / 20 °C

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone;

DOI:10.1081/CAR-120020479

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 1-oxo-N2-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one (569336-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / K₂CO₃ / acetone / 10 h

2: 79 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 5 h / 20 °C

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone;

DOI:10.1081/CAR-120020479

upstream raw materials:

N²-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1-thioxo-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one

1-mercapto-4-(m-tolyl)[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one

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

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