8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione

Base Information

Chemical Name:8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione
CAS No.:1240017-57-5
Molecular Formula:C₂₂H₂₉NO₅
Molecular Weight:387.476
Hs Code.:

Synonyms:8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione

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Chemical Property of 8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione

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Technology Process of 8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione

There total 9 articles about 8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione 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: 95.0%

: 1240017-55-3
methyl 1-{acetyl[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]amino}-4,4-dimethoxycyclohexanecarboxylate

: 1240017-57-5
8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2010.05.089

Reference yield:

: 94790-24-6
(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoate

: 1240017-57-5
8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine; tert-butylmagnesium chloride / tetrahydrofuran / 0 - 20 °C

2.1: sodium tetrahydroborate / methanol / 20 °C

3.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

4.1: potassium thioacyanate / water; ethanol / 24 h / 20 - 60 °C

4.2: 12 h / 80 °C

5.1: hydrogenchloride / methanol; water / 24 h / 20 °C

6.1: methanol / 20 °C

7.1: camphor-10-sulfonic acid; trimethyl orthoformate / 20 °C

8.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; camphor-10-sulfonic acid; tert-butylmagnesium chloride; potassium thioacyanate; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; water; 6.1: |Ugi Condensation / 8.1: |Dieckmann Condensation;
DOI:10.3987/COM-12-S(N)38

Reference yield:

: 4326-36-7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

: 1240017-57-5
8,8-dimethoxy-1-[(2S)-1-(4-methoxyphenyl)but-3-en-2-yl]-1-azaspiro[4.5]decane-2,4-dione

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: triethylamine; tert-butylmagnesium chloride / tetrahydrofuran / 0 - 20 °C

3.1: sodium tetrahydroborate / methanol / 20 °C

4.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

5.1: potassium thioacyanate / water; ethanol / 24 h / 20 - 60 °C

5.2: 12 h / 80 °C

6.1: hydrogenchloride / methanol; water / 24 h / 20 °C

7.1: methanol / 20 °C

8.1: camphor-10-sulfonic acid; trimethyl orthoformate / 20 °C

9.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; camphor-10-sulfonic acid; tert-butylmagnesium chloride; potassium thioacyanate; potassium carbonate; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; 7.1: |Ugi Condensation / 9.1: |Dieckmann Condensation;
DOI:10.3987/COM-12-S(N)38