(S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one

Base Information

• Chemical Name: (S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one
• CAS No.: 1086106-33-3
• Molecular Formula: C₂₃H₂₂ClFN₄O₅S
• Molecular Weight: 520.969

Synonyms:(S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one

Chemical Property of (S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one

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Technology Process of (S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one

There total 8 articles about (S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-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: 45.0%

2-amino-5-nitrophenyl-S-methyl-sulfoximide (1086106-41-3) + (S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester (1086106-45-7) → (S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one (1086106-33-3)

Guidance literature:

With pyridine; at 120 ℃; for 3h;

Reference yield:

N-(2-methylsulfanyl-phenyl)-acetamide (6310-41-4) → (S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one (1086106-33-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 - 1.5 h / -30 °C / Cooling with acetonitrile/dry ice

2: sodium azide; sulfuric acid / chloroform / 20 - 40 °C

3: sodium nitrate; sulfuric acid / water

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

5: pyridine / 3 h / 120 °C

With pyridine; sodium hydroxide; sodium nitrate; sodium azide; sulfuric acid; water; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform; water;

Reference yield:

1,3-dimethyl-1λ4-benzo[e][1,2,4]thiadiazine 1-oxide (501359-05-3) → (S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-3-(1-methyl-7-nitro-1-oxo-1λ6-benzo[1,2,4]thiadiazin-3-yl)-1,5-dihydro-pyrrol-2-one (1086106-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium nitrate; sulfuric acid / water

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

3: pyridine / 3 h / 120 °C

With pyridine; sodium hydroxide; sodium nitrate; sulfuric acid; water; In water;

upstream raw materials:

2-amino-5-nitrophenyl-S-methyl-sulfoximide

(S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester

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

N-(2-methylsulfanyl-phenyl)-acetamide

Downstream raw materials:

(S)-3-(7-amino-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one

N-{3-[(S)-5-tert-butyl-1-(3-chloro-4-fluoro-benzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-1-methyl-1-oxo-1λ⁶-benzo[1,2,4]thiadiazin-7-yl}-methanesulfonamide

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