(4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ⁶-benzo[1,2,4]thiadiazin-2-yl)-acetic acid methyl ester

Base Information

• Chemical Name: (4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ⁶-benzo[1,2,4]thiadiazin-2-yl)-acetic acid methyl ester
• CAS No.: 452308-08-6
• Molecular Formula: C₁₉H₂₁FN₂O₄S
• Molecular Weight: 392.451

Synonyms:(4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ⁶-benzo[1,2,4]thiadiazin-2-yl)-acetic acid methyl ester

Chemical Property of (4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ⁶-benzo[1,2,4]thiadiazin-2-yl)-acetic acid methyl ester

Chemical Property:

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Technology Process of (4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ⁶-benzo[1,2,4]thiadiazin-2-yl)-acetic acid methyl ester

There total 7 articles about (4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ⁶-benzo[1,2,4]thiadiazin-2-yl)-acetic 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: 99.0%

bromoacetic acid methyl ester (96-32-2) + 4-benzyl-7-fluoro-3,5-dimethyl-3,4-dihydro-2H-benzo[1,2,4]thiadiazine 1,1-dioxide (452308-03-1) → (4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ6-benzo[1,2,4]thiadiazin-2-yl)-acetic acid methyl ester (452308-08-6)

Guidance literature:

With potassium carbonate; In acetonitrile; Heating;

DOI:10.1016/S0968-0896(01)00405-9

Reference yield:

4-fluor-2-methylaniline (452-71-1) → (4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ6-benzo[1,2,4]thiadiazin-2-yl)-acetic acid methyl ester (452308-08-6)

Guidance literature:

Multi-step reaction with 7 steps

1: various solvent(s) / -42 °C

2: aluminium trichloride / various solvent(s) / 2 h / -42 - 110 °C

3: sulfuric acid / water / 2 h / 130 - 140 °C

4: (1S)-10-camphorsulfonic acid / acetonitrile / 24 h

5: sodium cyanoborohydride / tetrahydrofuran; acetic acid / 24 h / 0 °C

6: 3 A molecular sieve; camphor-10-sulfonic acid / acetonitrile / 5.5 h

7: potassium carbonate / acetonitrile / Heating

With aluminium trichloride; 3 A molecular sieve; sulfuric acid; camphor-10-sulfonic acid; (1S)-10-camphorsulfonic acid; sodium cyanoborohydride; potassium carbonate; In tetrahydrofuran; water; acetic acid; acetonitrile;

DOI:10.1016/S0968-0896(01)00405-9

Reference yield:

2-amino-5-fluoro-3-methyl-benzenesulfonamide (452307-90-3) → (4-benzyl-7-fluoro-3,5-dimethyl-1,1-dioxo-3,4-dihydro-1H-1λ6-benzo[1,2,4]thiadiazin-2-yl)-acetic acid methyl ester (452308-08-6)

Guidance literature:

Multi-step reaction with 4 steps

1: (1S)-10-camphorsulfonic acid / acetonitrile / 24 h

2: sodium cyanoborohydride / tetrahydrofuran; acetic acid / 24 h / 0 °C

3: 3 A molecular sieve; camphor-10-sulfonic acid / acetonitrile / 5.5 h

4: potassium carbonate / acetonitrile / Heating

With 3 A molecular sieve; camphor-10-sulfonic acid; (1S)-10-camphorsulfonic acid; sodium cyanoborohydride; potassium carbonate; In tetrahydrofuran; acetic acid; acetonitrile;

DOI:10.1016/S0968-0896(01)00405-9

upstream raw materials:

bromoacetic acid methyl ester

4-benzyl-7-fluoro-3,5-dimethyl-3,4-dihydro-2H-benzo[1,2,4]thiadiazine 1,1-dioxide

4-fluor-2-methylaniline

2-amino-5-fluoro-3-methyl-benzenesulfonamide

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