2-Azaspiro[5.5]undecan-7-one, 2-[(4-methylphenyl)sulfonyl]-

Base Information

• Chemical Name: 2-Azaspiro[5.5]undecan-7-one, 2-[(4-methylphenyl)sulfonyl]-
• CAS No.: 925422-81-7
• Molecular Formula: C17H23NO3S
• Molecular Weight: 321.441
• Mol file: 925422-81-7.mol

Synonyms:

Chemical Property of 2-Azaspiro[5.5]undecan-7-one, 2-[(4-methylphenyl)sulfonyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Azaspiro[5.5]undecan-7-one, 2-[(4-methylphenyl)sulfonyl]-

There total 10 articles about 2-Azaspiro[5.5]undecan-7-one, 2-[(4-methylphenyl)sulfonyl]- 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: 92.0%

2-(toluene-4-sulfonyl)-2-aza-spiro[5.5]undec-8-en-7-one (925422-80-6) → 2-(toluene-4-sulfonyl)-2-aza-spiro[5.5]undecan-7-one (925422-81-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 24h;

DOI:10.1021/ol062939g

Reference yield:

5-(pent-4-ynyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine (925422-32-8) → 2-(toluene-4-sulfonyl)-2-aza-spiro[5.5]undecan-7-one (925422-81-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: PtCl₂; methanol; silver(I) trifluoromethanesulfonate / toluene / 6.5 h / 50 °C

1.2: 80 percent / triethylsilane; BF₃*Et₂O / toluene / 0.75 h / 20 °C

2.1: O₃/O₂ / CH₂Cl₂ / 0.12 h / -78 °C

2.2: dimethyl sulfide / CH₂Cl₂ / 20 h / Heating

3.1: 65 percent / p-toluenesulfonic acid / benzene / 4 h / Heating

4.1: 92 percent / hydrogen / Pd/C / ethyl acetate / 24 h

With methanol; hydrogen; oxygen; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; ozone; platinum(II) chloride; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene; benzene;

DOI:10.1021/ol062939g

Reference yield:

3-(5-trimethylsilylpent-4-ynyl)piperidin-2-one (925422-76-0) → 2-(toluene-4-sulfonyl)-2-aza-spiro[5.5]undecan-7-one (925422-81-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 99 percent / n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C

2.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 2 h / -78 °C

3.1: 3.96 g / N,N-dimethyl-4-aminopyridine; triethylamine; methanesulfonyl chloride / CH₂Cl₂; hexane / 14 h / 0 - 20 °C

4.1: 92 percent / potassium carbonate / methanol / 14 h / 20 °C

5.1: PtCl₂; methanol; silver(I) trifluoromethanesulfonate / toluene / 6.5 h / 50 °C

5.2: 80 percent / triethylsilane; BF₃*Et₂O / toluene / 0.75 h / 20 °C

6.1: O₃/O₂ / CH₂Cl₂ / 0.12 h / -78 °C

6.2: dimethyl sulfide / CH₂Cl₂ / 20 h / Heating

7.1: 65 percent / p-toluenesulfonic acid / benzene / 4 h / Heating

8.1: 92 percent / hydrogen / Pd/C / ethyl acetate / 24 h

With methanol; dmap; n-butyllithium; hydrogen; oxygen; silver trifluoromethanesulfonate; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; methanesulfonyl chloride; triethylamine; platinum(II) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; toluene; benzene;

DOI:10.1021/ol062939g

upstream raw materials:

2-(toluene-4-sulfonyl)-2-aza-spiro[5.5]undec-8-en-7-one

piperidin-2-one

3-(5-trimethylsilylpent-4-ynyl)piperidin-2-one

5-(pent-4-ynyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

Downstream raw materials:

(+/-)-isonitramine

2-aza-spiro[5.5]undecan-7-ol