N-[3-Methyl-1(S)-[N-[3-oxo-1-(pyridin-2-ylsulfonyl)perhydroazepin-4(S)-yl]carbamoyl]butyl]-1-benzofuran-2-carboxamide

Base Information

• Chemical Name: N-[3-Methyl-1(S)-[N-[3-oxo-1-(pyridin-2-ylsulfonyl)perhydroazepin-4(S)-yl]carbamoyl]butyl]-1-benzofuran-2-carboxamide
• CAS No.: 281217-45-6
• Molecular Formula: C26H30N4O6S
• Mol file: 281217-45-6.mol

Synonyms:

Chemical Property of N-[3-Methyl-1(S)-[N-[3-oxo-1-(pyridin-2-ylsulfonyl)perhydroazepin-4(S)-yl]carbamoyl]butyl]-1-benzofuran-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[3-Methyl-1(S)-[N-[3-oxo-1-(pyridin-2-ylsulfonyl)perhydroazepin-4(S)-yl]carbamoyl]butyl]-1-benzofuran-2-carboxamide

There total 28 articles about N-[3-Methyl-1(S)-[N-[3-oxo-1-(pyridin-2-ylsulfonyl)perhydroazepin-4(S)-yl]carbamoyl]butyl]-1-benzofuran-2-carboxamide 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: 95.0%

Benzofuran-2-carboxylic acid {(S)-1-[(3R,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-azepan-4-ylcarbamoyl]-3-methyl-butyl}-amide (851815-74-2) → SB 357114 (281217-45-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane;

DOI:10.1016/j.tetlet.2005.02.145

Reference yield:

2,3,4,7-tetrahydro-azepine-1-carboxylic acid benzyl ester (150989-62-1) → SB 357114 (281217-45-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: m-CPBA / CH₂Cl₂ / 0.25 h / 5 °C

2.1: NaN₃; NH₄Cl / H₂O; methanol / 70 °C

2.2: 61 percent / Et₃N; 1,3-propanedithiol / methanol / 20 °C

3.1: 77 percent / EDC; hydroxybenztriazole / CH₂Cl₂ / 20 °C

4.1: 97 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol

5.1: 88 percent / Et₃N / CH₂Cl₂

6.1: 100 percent / 4 M HCl / methanol; dioxane / 20 °C

7.1: 91 percent / EDC; hydroxybenztriazole; TEA / CH₂Cl₂ / 20 °C

8.1: SO₃-pyridine complex; TEA / dimethylsulfoxide / 2 h / 20 °C

With hydrogenchloride; sodium azide; pyridine-SO₃ complex; TEA; hydrogen; ammonium chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 10percent Pd/C; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/jm000481x

Reference yield:

8-oxo-3-azabicyclo[5.1.0]octane-3-carboxylic acid benzyl ester (150989-59-6) → SB 357114 (281217-45-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: NaN₃; NH₄Cl / H₂O; methanol / 70 °C

1.2: 61 percent / Et₃N; 1,3-propanedithiol / methanol / 20 °C

2.1: 77 percent / EDC; hydroxybenztriazole / CH₂Cl₂ / 20 °C

3.1: 97 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol

4.1: 88 percent / Et₃N / CH₂Cl₂

5.1: 100 percent / 4 M HCl / methanol; dioxane / 20 °C

6.1: 91 percent / EDC; hydroxybenztriazole; TEA / CH₂Cl₂ / 20 °C

7.1: SO₃-pyridine complex; TEA / dimethylsulfoxide / 2 h / 20 °C

With hydrogenchloride; sodium azide; pyridine-SO₃ complex; TEA; hydrogen; ammonium chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 10percent Pd/C; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

DOI:10.1021/jm000481x

upstream raw materials:

Benzofuran-2-carboxylic acid {(S)-3-methyl-1-[(R)-3-oxo-1-(pyridine-2-sulfonyl)-azepan-4-ylcarbamoyl]-butyl}-amide

benzofuran-2-carboxylic acid {(S)-3-methyl-1-[3-hydroxy-1-(pyridine-2-sulfonyl)-azepan-4-ylcarbamoyl]-butyl}amide

Benzofuran-2-carboxylic acid {(S)-1-[(3R,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-azepan-4-ylcarbamoyl]-3-methyl-butyl}-amide

tert-butyl 4-methyl-1-oxo-1-[3-oxo-1-(pyridine-2-sulfonyl)azepan-4-ylamino]pentan-2-ylcarbamate