5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

Base Information

Chemical Name:5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester
CAS No.:685544-38-1
Molecular Formula:C₂₂H₂₇N₃O₄
Molecular Weight:397.474
Hs Code.:

Synonyms:5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

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Chemical Property of 5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

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Technology Process of 5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

There total 9 articles about 5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl 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: 92.0%

: 5205-39-0
ethyl glutaroyl chloride

: 685544-34-7
4-(1-oxo-2,8-diazaspiro[4.5]dec-2-yl)benzonitrile

: 685544-38-1
5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1021/jm030354b

Reference yield:

: 34702-66-4
8-benzyl-2-oxa-8-aza-spiro[4.5]decane-1,3-dione

: 685544-38-1
5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 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: 792 mg / acetonitrile; CH₂Cl₂ / 20 °C

4.1: 74 percent / aq. NH₄OAc; Cd-Pb couple / tetrahydrofuran / 20 °C

5.1: 92 percent / DIEA / dimethylformamide / 4 h / 20 °C

With sodium tetrahydroborate; 10% Cd/Pd; ammonium acetate; sodium acetate; acetic anhydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm030354b

Reference yield:

: 3612-20-2
1-phenylmethyl-4-piperidone

: 685544-38-1
5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 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: 792 mg / acetonitrile; CH₂Cl₂ / 20 °C

8.1: 74 percent / aq. NH₄OAc; Cd-Pb couple / tetrahydrofuran / 20 °C

9.1: 92 percent / DIEA / dimethylformamide / 4 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; 10% Cd/Pd; 4 A molecular sieve; ammonium acetate; sodium acetate; acetic anhydride; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Knoevenagel condensation;
DOI:10.1021/jm030354b