(5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

Base Information

Chemical Name:(5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one
CAS No.:1227685-15-5
Molecular Formula:C₁₅H₁₇FN₂O
Molecular Weight:260.311
Hs Code.:

Synonyms:(5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

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Chemical Property of (5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

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Technology Process of (5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

There total 17 articles about (5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one 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: 97.0%

: 1227685-14-4,1184913-34-5
(5R,7S)-benzyl 1-(3-fluorophenyl)-7-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate

: 1227685-15-5
(5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

Guidance literature:: With hydrogenchloride; In methanol; water; at 90 ℃; for 6h; Inert atmosphere;
DOI:10.1021/jo400016m

Reference yield:

: 921599-74-8,852051-10-6
benzyl (2S)-2-methyl-4-oxopiperidine-1-carboxylate

: 1227685-15-5
(5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: magnesium chloride; lithium hexamethyldisilazane / 1,2-dimethoxyethane / 4 h / -78 - -20 °C / Inert atmosphere

2: 18-crown-6 ether; sodium azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C / Inert atmosphere; Cooling with ice

3: zinc; acetic acid / tetrahydrofuran / 20 h / 20 - 50 °C

4: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C / Inert atmosphere

5: sodium ethanolate / ethanol / 0.5 h / 20 °C / Inert atmosphere

6: acetic acid / water; 1,4-dioxane / 1 h / Inert atmosphere; Reflux

7: sodium tetrahydroborate / methanol / 1.5 h / 25 °C / Inert atmosphere

8: triethylamine; methanesulfonyl chloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

9: potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 90 °C / Inert atmosphere

10: hydrogenchloride / water; methanol / 6 h / 90 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; potassium phosphate; copper(l) iodide; sodium azide; 18-crown-6 ether; sodium ethanolate; acetic acid; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; magnesium chloride; lithium hexamethyldisilazane; N,N`-dimethylethylenediamine; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 5: |Dieckmann Condensation / 9: |Goldberg Reaction;
DOI:10.1021/jo400016m

Reference yield:

: 1227685-21-3
(2S,4R)-1-benzyl 4-methyl 4-(3-ethoxy-3-oxopropanamido)-2-methylpiperidine-1,4-dicarboxylate

: 1227685-15-5
(5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: sodium ethanolate / ethanol / 0.5 h / 20 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 1.5 h / 25 °C / Inert atmosphere

3: triethylamine; methanesulfonyl chloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

4: potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 90 °C / Inert atmosphere

5: hydrogenchloride / water; methanol / 6 h / 90 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; potassium phosphate; copper(l) iodide; sodium ethanolate; methanesulfonyl chloride; triethylamine; N,N`-dimethylethylenediamine; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; 1: |Dieckmann Condensation / 4: |Goldberg Reaction;
DOI:10.1021/jo400016m