4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate

Base Information

• Chemical Name: 4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate
• CAS No.: 1415910-86-9
• Molecular Formula: C₂₉H₃₄FN₃O₉S
• Molecular Weight: 619.668
• Mol file: 1415910-86-9.mol

Synonyms:4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate

Chemical Property of 4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate

There total 8 articles about 4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate 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: 68.0%

N-(tert-butoxycarbonyl)-2-[1-(3-fluorophenyl)-2-methyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrol-3-yl]-2-amino-acetic acid (1415910-82-5) + 4-(nitrooxy)butan-1-ol (22911-39-3) → 4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate (1415910-86-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.10.014

Reference yield:

2-methyl-5-[4-(methylsulfonyl)phenyl]-1-[3-(fluoro)phenyl]-1H-pyrrole → 4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate (1415910-86-9)

Guidance literature:

Multi-step reaction with 6 steps

1: titanium tetrachloride / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2: hydroxylamine hydrochloride; sodium acetate / ethanol; 1,4-dioxane / 40 h / 90 °C

3: zinc; formic acid / ethanol / 0 - 20 °C

4: methanol / 18 h

5: sodium hydroxide; water / methanol / 17 h

6: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / Inert atmosphere

With dmap; formic acid; hydroxylamine hydrochloride; water; sodium acetate; titanium tetrachloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; zinc; In 1,4-dioxane; methanol; ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2012.10.014

Reference yield:

1-[4-(methylthio)phenyl]pentane-1,4-dione (189501-33-5) → 4-(nitrooxy)butyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate (1415910-86-9)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium peroxymonosulfate / methanol; water / 2 h

2: toluene-4-sulfonic acid / ethanol / 0.75 h / 160 °C / 7757.43 Torr / Microwave irradiation

3: titanium tetrachloride / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

4: hydroxylamine hydrochloride; sodium acetate / ethanol; 1,4-dioxane / 40 h / 90 °C

5: zinc; formic acid / ethanol / 0 - 20 °C

6: methanol / 18 h

7: sodium hydroxide; water / methanol / 17 h

8: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / Inert atmosphere

With dmap; potassium peroxymonosulfate; formic acid; hydroxylamine hydrochloride; water; sodium acetate; titanium tetrachloride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; zinc; In 1,4-dioxane; methanol; ethanol; dichloromethane; water;

DOI:10.1016/j.ejmech.2012.10.014

upstream raw materials:

1-[4-(methylthio)phenyl]pentane-1,4-dione

N-(tert-butoxycarbonyl)-2-[1-(3-fluorophenyl)-2-methyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrol-3-yl]-2-amino-acetic acid

4-(nitrooxy)butan-1-ol

1-[4-(methylsulfonyl)phenyl]pentane-1,4-dione

Downstream raw materials:

4-(nitrooxy)butyl-[2-amino-2-[1-(3-fluorophenyl)-2-methyl-5-(4-methylsulphonylphenyl)-1H-pyrrol-3-yl]]-acetate