6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-one

Base Information

• Chemical Name: 6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-one
• CAS No.: 1086106-60-6
• Molecular Formula: C₂₂H₂₁FN₄O₅S
• Molecular Weight: 472.497

Synonyms:6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-one

Chemical Property of 6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-one

Chemical Property:

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Technology Process of 6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-one

There total 13 articles about 6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-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:

(S)-3-{(4-fluoro-benzyl)-[2-(1-methyl-7-nitro-1-oxo-1λ6benzo[1,2,4]thiadiazin-3-yl)-acetyl]-amino}-pentanoic acid methyl ester → 6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-one (1086106-60-6)

Guidance literature:

With sodium ethanolate; In ethanol; at 25 ℃; for 2.5h;

Reference yield:

1,3-dimethyl-7-nitro-1λ4-benzo[1,2,4]thiadiazine 1-oxide (1086106-62-8) → 6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-one (1086106-60-6)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydroxide; water / 0.33 h / 100 °C

2: diethyl ether; N,N-dimethyl acetamide / 16 h / 20 °C

3: triethylamine / toluene / 20 h / 110 °C

4: triethylamine / toluene / 48 h / 115 °C

5: sodium ethanolate / ethanol / 2.5 h / 25 °C

With sodium hydroxide; water; sodium ethanolate; triethylamine; In diethyl ether; ethanol; N,N-dimethyl acetamide; toluene;

Reference yield:

(3S)-3-aminopentanoic acid (14389-77-6) → 6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-5,6-dihydro-1H-pyridin-2-one (1086106-60-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diazomethyl-trimethyl-silane / hexane; benzene / 1 h / 0 - 25 °C

2.1: methanol / 0.17 h / 25 °C

2.2: 18 h / 25 °C

3.1: triethylamine / toluene / 48 h / 115 °C

4.1: sodium ethanolate / ethanol / 2.5 h / 25 °C

With sodium ethanolate; triethylamine; diazomethyl-trimethyl-silane; In methanol; ethanol; hexane; toluene; benzene;

upstream raw materials:

(S)-3-amino-pentanoic acid methyl ester

1,3-dimethyl-1λ⁴-benzo[e][1,2,4]thiadiazine 1-oxide

N-(2-methylsulfanyl-phenyl)-acetamide

(S)-3-(4-fluoro-benzylamino)-pentanoic acid methyl ester

Downstream raw materials:

3-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-6-(S)-ethyl-1-(4-fluoro-benzyl)-4-hydroxy-5,6-dihydro-1H-pyridin-2-one

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