7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester
• CAS No.: 93621-18-2
• Molecular Formula: C₁₅H₁₅N₃O₅S
• Molecular Weight: 349.367

Synonyms:7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester

Chemical Property of 7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester

There total 4 articles about 7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester 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: 96.0%

7-Benzyl-4-hydroxy-1,1-dioxo-2,7-dihydro-1H-1λ6-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester (93621-49-9) + methyl iodide (74-88-4) → 7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ6-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester (93621-18-2)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 48h; Ambient temperature;

DOI:10.1002/jhet.5570210418

Reference yield:

1-Benzyl-5-chlorosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester (93621-39-7) → 7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ6-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester (93621-18-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / Potassium carbonate / tetrahydrofuran / 3.5 h / Ambient temperature

2: 60 percent / Sodium methylate / dimethylsulfoxide / 0.17 h / 30 - 35 °C

3: 96 percent / Sodium bicarbonate / dimethylformamide / 48 h / Ambient temperature

With sodium methylate; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570210418

Reference yield:

1-Benzyl-5-(methoxycarbonylmethyl-sulfamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester (93621-44-4) → 7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ6-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester (93621-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Sodium methylate / dimethylsulfoxide / 0.17 h / 30 - 35 °C

2: 96 percent / Sodium bicarbonate / dimethylformamide / 48 h / Ambient temperature

With sodium methylate; sodium hydrogencarbonate; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570210418

upstream raw materials:

7-Benzyl-4-hydroxy-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid methyl ester

methyl iodide

1-Benzyl-5-chlorosulfonyl-1H-pyrazole-4-carboxylic acid ethyl ester

1-Benzyl-5-(methoxycarbonylmethyl-sulfamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester

Downstream raw materials:

7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid thiazol-2-ylamide

7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid pyridin-2-ylamide

7-Benzyl-4-hydroxy-2-methyl-1,1-dioxo-2,7-dihydro-1H-1λ⁶-pyrazolo[4,3-e][1,2]thiazine-3-carboxylic acid (5-methyl-isoxazol-3-yl)-amide

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