2,8-Diazaspiro[4.5]decane-8-carboxylic acid, 2-(4-cyanophenyl)-3-oxo-, 2,2,2-trichloroethyl ester

Base Information

• Chemical Name: 2,8-Diazaspiro[4.5]decane-8-carboxylic acid, 2-(4-cyanophenyl)-3-oxo-, 2,2,2-trichloroethyl ester
• CAS No.: 685544-33-6
• Molecular Formula: C18H18Cl3N3O3
• Molecular Weight: 430.718
• Mol file: 685544-33-6.mol

Synonyms:

Chemical Property of 2,8-Diazaspiro[4.5]decane-8-carboxylic acid, 2-(4-cyanophenyl)-3-oxo-, 2,2,2-trichloroethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,8-Diazaspiro[4.5]decane-8-carboxylic acid, 2-(4-cyanophenyl)-3-oxo-, 2,2,2-trichloroethyl ester

There total 7 articles about 2,8-Diazaspiro[4.5]decane-8-carboxylic acid, 2-(4-cyanophenyl)-3-oxo-, 2,2,2-trichloroethyl ester 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:

4-(8-benzyl-1,3-dioxo-2,8-diazaspiro[4.5]dec-2-yl)benzonitrile (685544-29-0) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → 2-(4-cyanophenyl)-3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylic acid 2,2,2-trichloroethyl ester (685544-33-6) + 2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylic acid 2,2,2-trichloroethyl ester (685544-32-5)

Guidance literature:

4-(8-benzyl-1,3-dioxo-2,8-diazaspiro[4.5]dec-2-yl)benzonitrile; With sodium tetrahydroborate; In methanol; at 0 - 20 ℃;

With sodium tetrahydroborate; trifluoroacetic acid; at 0 - 20 ℃;

2,2,2-Trichloroethyl chloroformate; In dichloromethane; acetonitrile; at 20 ℃;

DOI:10.1021/jm030354b

Reference yield:

8-benzyl-2-oxa-8-aza-spiro[4.5]decane-1,3-dione (34702-66-4) → 2-(4-cyanophenyl)-3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylic acid 2,2,2-trichloroethyl ester (685544-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Et₃N / dimethylformamide / 20 °C

2.1: 3.40 g / acetic anhydride; NaOAc / 2 h / Heating

3.1: NaBH₄ / methanol / 0 - 20 °C

3.2: NaBH₄; TFA / 0 - 20 °C

3.3: 1.633 g / acetonitrile; CH₂Cl₂ / 20 °C

With sodium tetrahydroborate; sodium acetate; acetic anhydride; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm030354b

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → 2-(4-cyanophenyl)-3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylic acid 2,2,2-trichloroethyl ester (685544-33-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: Et₃N; molecular sieves 4A / CH₂Cl₂ / 20 °C

2.1: 55.10 g / ethanol; H₂O / 2 h / Heating

3.1: 98 percent / aq. HCl / 72 h / Heating

4.1: DCC / dimethylformamide / 2 h / 20 °C

5.1: Et₃N / dimethylformamide / 20 °C

6.1: 3.40 g / acetic anhydride; NaOAc / 2 h / Heating

7.1: NaBH₄ / methanol / 0 - 20 °C

7.2: NaBH₄; TFA / 0 - 20 °C

7.3: 1.633 g / acetonitrile; CH₂Cl₂ / 20 °C

With hydrogenchloride; sodium tetrahydroborate; 4 A molecular sieve; sodium acetate; acetic anhydride; triethylamine; dicyclohexyl-carbodiimide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Knoevenagel condensation;

DOI:10.1021/jm030354b

upstream raw materials:

4-(8-benzyl-1,3-dioxo-2,8-diazaspiro[4.5]dec-2-yl)benzonitrile

2,2,2-Trichloroethyl chloroformate

8-benzyl-2-oxa-8-aza-spiro[4.5]decane-1,3-dione

1-phenylmethyl-4-piperidone

Downstream raw materials:

2-(4-cyanophenyl)-3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylic acid 2-methoxycarbonyl-2-methylpropyl ester

4-(3-oxo-2,8-diazaspiro[4.5]decan-2-yl)benzonitrile