2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile

Base Information

• Chemical Name: 2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile
• CAS No.: 1453266-50-6
• Molecular Formula: C₁₆H₁₆ClN₃O₃
• Molecular Weight: 333.774
• Mol file: 1453266-50-6.mol

Synonyms:2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile

Chemical Property of 2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile

There total 7 articles about 2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile 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:

2-chloro-4-(6-hydroxy-1-methyl-4-oxo-2-thioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453267-75-8) → 2-chloro-4-((5R,6S)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-48-2) + 2-chloro-4-((5S,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-49-3) + 2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-50-6) + 2-chloro-4-((5S,6S)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-51-7)

Guidance literature:

With sodium periodate; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; acetonitrile; at 0 - 20 ℃; Overall yield = 35 %; Overall yield = 0.5 g;

Reference yield:

cyclopentane-1,2-diol (4065-92-3,86703-52-8) → 2-chloro-4-((5R,6S)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-48-2) + 2-chloro-4-((5S,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-49-3) + 2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-50-6) + 2-chloro-4-((5S,6S)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-51-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

2.1: Jones reagent / acetone / 0 °C

3.1: sodium sulfate / tetrahydrofuran / 0 - 20 °C

4.1: triethylamine / dichloromethane / 0 - 20 °C

4.2: 4 h / Reflux

5.1: sodium periodate; ruthenium(III) trichloride hydrate / water; acetonitrile; tetrachloromethane / 0 - 20 °C

With sodium periodate; Jones reagent; ruthenium(III) trichloride hydrate; sodium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetone; acetonitrile;

Reference yield:

cyclopentene (142-29-0) → 2-chloro-4-((5R,6S)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-48-2) + 2-chloro-4-((5S,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-49-3) + 2-chloro-4-((5R,6R)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-50-6) + 2-chloro-4-((5S,6S)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile (1453266-51-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / toluene; acetone; water / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

3.1: Jones reagent / acetone / 0 °C

4.1: sodium sulfate / tetrahydrofuran / 0 - 20 °C

5.1: triethylamine / dichloromethane / 0 - 20 °C

5.2: 4 h / Reflux

6.1: sodium periodate; ruthenium(III) trichloride hydrate / water; acetonitrile; tetrachloromethane / 0 - 20 °C

With sodium periodate; osmium(VIII) oxide; Jones reagent; ruthenium(III) trichloride hydrate; 4-methylmorpholine N-oxide; sodium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetone; toluene; acetonitrile;

upstream raw materials:

cyclopentane-1,2-diol

cyclopentene

2-(methoxymethoxy)cyclopentanol

2-chloro-4-(6-hydroxy-1-methyl-4-oxo-2-thioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile