benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate

Base Information

• Chemical Name: benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate
• CAS No.: 850317-68-9
• Molecular Formula: C₂₆H₂₃BrN₄O₅S
• Molecular Weight: 583.462

Synonyms:benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate

Chemical Property of benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate

Chemical Property:

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Technology Process of benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate

There total 3 articles about benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate 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:

benzyl (1S)-2-[(2-aminophenyl)amino]-1-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)benzyl]-2-oxoethylcarbamate (850317-70-3) → benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate (850317-68-9)

Guidance literature:

With acetic acid; at 60 ℃; for 1h;

DOI:10.1021/jm0600904

Reference yield:

(2S)-2-[(benzyloxy)carbonyl]amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanoic acid (850317-64-5) → benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate (850317-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / benzotriazol-1-yloxytris(dimethylamino)phosphomium*PF₆; N,N-diisopropylethylamine / dimethylformamide / 2 h / 20 °C

2: acetic acid / 1 h / 60 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm0600904

Reference yield:

1,2-diamino-benzene (95-54-5) → benzyl (1S)-1-(1H-benzimidazol-2-yl)-2-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]ethylcarbamate (850317-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / benzotriazol-1-yloxytris(dimethylamino)phosphomium*PF₆; N,N-diisopropylethylamine / dimethylformamide / 2 h / 20 °C

2: acetic acid / 1 h / 60 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm0600904

upstream raw materials:

benzyl (1S)-2-[(2-aminophenyl)amino]-1-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)benzyl]-2-oxoethylcarbamate

(2S)-2-[(benzyloxy)carbonyl]amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanoic acid

1,2-diamino-benzene

Downstream raw materials:

5-{4-[2-amino-2-(1H-benzoimidazol-2-yl)-ethyl]-2-bromo-phenyl}-1,1-dioxo-1λ⁶-isothiazolidin-3-one

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