C₁₅H₁₆Br₂N₂O₄

Base Information

• Chemical Name: C₁₅H₁₆Br₂N₂O₄
• CAS No.: 1373247-39-2
• Molecular Formula: C₁₅H₁₆Br₂N₂O₄
• Molecular Weight: 448.111
• Mol file: 1373247-39-2.mol

Synonyms:C₁₅H₁₆Br₂N₂O₄

Chemical Property of C₁₅H₁₆Br₂N₂O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₅H₁₆Br₂N₂O₄

There total 10 articles about C₁₅H₁₆Br₂N₂O₄ 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: 98.0%

(5S,9R)-9-(2,4-dibromo-5-methoxyphenyl)-7-methyl-1,7-diazaspiro[4.4]nonane-2,6,8-trione (1373247-25-6) → C15H16Br2N2O4 (1373247-39-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/anie.201109221

Reference yield:

(S)-4-(3-methoxyphenyl)dihydrofuran-2(3H)-one → C15H16Br2N2O4 (1373247-39-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.17 h / -78 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 70 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 20 °C / 760.05 Torr

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C / Inert atmosphere

4.2: 0.17 h / 20 °C

5.1: 1,4-dioxane / 0.17 h / 100 °C / Inert atmosphere

5.2: 2 h / Reflux

6.1: formic acid; bromine; zinc(II) chloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

7.1: tetrahydrofuran; methanol / 0.08 h / Inert atmosphere; Reflux

7.2: Celite / 20 h / 20 °C / Inert atmosphere

8.1: sodium tetrahydroborate / methanol / 0.17 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; formic acid; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; bromine; potassium carbonate; N,N-dimethyl-formamide; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 2.1: Michael addition / 5.1: Curtius rearrangement;

DOI:10.1002/anie.201109221

Reference yield:

(3S,4R)-benzyl 3-(3-methoxy-3-oxopropyl)-4-(3-methoxyphenyl)-2-oxotetrahydrofuran-3-carboxylate (1373247-33-6) → C15H16Br2N2O4 (1373247-39-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 20 °C / 760.05 Torr

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C / Inert atmosphere

2.2: 0.17 h / 20 °C

3.1: 1,4-dioxane / 0.17 h / 100 °C / Inert atmosphere

3.2: 2 h / Reflux

4.1: formic acid; bromine; zinc(II) chloride / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

5.1: tetrahydrofuran; methanol / 0.08 h / Inert atmosphere; Reflux

5.2: Celite / 20 h / 20 °C / Inert atmosphere

6.1: sodium tetrahydroborate / methanol / 0.17 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; formic acid; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; bromine; N,N-dimethyl-formamide; zinc(II) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 3.1: Curtius rearrangement;

DOI:10.1002/anie.201109221

upstream raw materials:

(3S,4R)-benzyl 3-(3-methoxy-3-oxopropyl)-4-(3-methoxyphenyl)-2-oxotetrahydrofuran-3-carboxylate

(5S,9R)-9-(3-methoxyphenyl)-7-oxa-1-azaspiro[4.4]nonane-2,6-dione

(5S,9R)-9-(2,4-dibromo-5-methoxyphenyl)-7-oxa-1-azaspiro[4.4]nonane-2,6-dione

(5S,9R)-9-(2,4-dibromo-5-methoxyphenyl)-7-methyl-1,7-diazaspiro[4.4]nonane-2,6,8-trione