(S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide

Base Information

• Chemical Name: (S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide
• CAS No.: 135430-32-9
• Molecular Formula: C₂₀H₂₄N₄OS
• Molecular Weight: 368.503

Synonyms:(S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide

Chemical Property of (S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide

Chemical Property:

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Technology Process of (S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide

There total 6 articles about (S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide 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: 94.7%

{(S)-3-Methyl-1-[2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-butyl}-carbamic acid benzyl ester (135430-24-9) → (S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide (135430-32-9)

Guidance literature:

With hydrogen bromide; acetic acid; for 2h; Ambient temperature;

DOI:10.1016/0223-5234(91)90024-H

Reference yield:

Z-Leu-OH (2018-66-8) → (S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide (135430-32-9)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / hexamethylphosphoric acid triamide; acetonitrile / 0.25 h / -5 - 0 °C

2: hexamethylphosphoric acid triamide; acetonitrile / 4 h / Ambient temperature

3: 94.7 percent / 30percent HBr-AcOH / 2 h / Ambient temperature

With thionyl chloride; hydrogen bromide; acetic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile;

DOI:10.1016/0223-5234(91)90024-H

Reference yield:

N-Z-Leucine chloride (87052-59-3) → (S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-amide (135430-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hexamethylphosphoric acid triamide; acetonitrile / 4 h / Ambient temperature

2: 94.7 percent / 30percent HBr-AcOH / 2 h / Ambient temperature

With hydrogen bromide; acetic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile;

DOI:10.1016/0223-5234(91)90024-H

upstream raw materials:

{(S)-3-Methyl-1-[2-(5-methyl-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-butyl}-carbamic acid benzyl ester

Z-Leu-OH

N-Z-Leucine chloride

2-Methanesulfinyl-5-methyl-1H-benzoimidazole

Downstream raw materials:

(S)-2-Amino-4-methyl-pentanoic acid [2-(5-methyl-1H-benzoimidazole-2-sulfinyl)-phenyl]-amide

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