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

Base Information

• Chemical Name: (5S,9R)-9-(2,4-dibromo-5-methoxyphenyl)-7-methyl-1,7-diazaspiro[4.4]nonane-2,6,8-trione
• CAS No.: 1373247-25-6
• Molecular Formula: C₁₅H₁₄Br₂N₂O₄
• Molecular Weight: 446.095
• Mol file: 1373247-25-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 24 articles about (5S,9R)-9-(2,4-dibromo-5-methoxyphenyl)-7-methyl-1,7-diazaspiro[4.4]nonane-2,6,8-trione 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: 72.0%

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

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 7h;

DOI:10.1021/acs.orglett.6b00588

Reference yield: 44.0%

(5S,9R)-9-(2,4-dibromo-5-methoxyphenyl)-7-oxa-1-azaspiro[4.4]nonane-2,6-dione (1373247-37-0) + methylamine (74-89-5) → (5S,9R)-9-(2,4-dibromo-5-methoxyphenyl)-7-methyl-1,7-diazaspiro[4.4]nonane-2,6,8-trione (1373247-25-6)

Guidance literature:

(5S,9R)-9-(2,4-dibromo-5-methoxyphenyl)-7-oxa-1-azaspiro[4.4]nonane-2,6-dione; methylamine; In tetrahydrofuran; methanol; for 0.0833333h; Inert atmosphere; Reflux;

With pyridinium dichromate; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1002/anie.201109221

Reference yield:

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

Guidance literature:

Multi-step reaction with 3 steps

1.1: ozone / dichloromethane / -78 °C

1.2: 2 h / -78 - 20 °C

2.1: ethanol / 20 °C

3.1: dipyridinium dichromate / dichloromethane / 7 h / 20 °C

With dipyridinium dichromate; ozone; In ethanol; dichloromethane;

DOI:10.1021/acs.orglett.6b00588

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

methylamine

Downstream raw materials:

C₁₅H₁₆Br₂N₂O₄