Technology Process of (5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one
There total 17 articles about (5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzaldehyde; C15H17FN2O*ClH;
With
triethylamine;
In
tetrahydrofuran;
at 20 ℃;
for 0.5h;
With
sodium tris(acetoxy)borohydride;
In
tetrahydrofuran;
DOI:10.1021/op400115g
- Guidance literature:
-
4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzaldehyde; (5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one hydrochloride;
With
triethylamine;
In
tetrahydrofuran;
for 0.5h;
With
sodium tris(acetoxy)borohydride;
In
tetrahydrofuran;
for 18h;
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: acetic acid / zinc / 3 h / 60 °C
2.1: Chiralpak AD / methanol
3.1: lithium hexamethyldisilazane / tetrahydrofuran / -70 - -20 °C
3.2: 12 h / -5 - 5 °C
4.1: tetrabutyl ammonium fluoride; acetic acid / 2-methyltetrahydrofuran / 0.5 h / 20 °C
5.1: 0 °C
5.2: 12 h / -5 - 20 °C
6.1: -5 - 5 °C
6.2: -5 °C
7.1: sodium ethanolate / ethanol; 2-methyltetrahydrofuran / 4 h / 15 - 25 °C
8.1: water / 2-methyltetrahydrofuran / Reflux
9.1: sodium tetrahydroborate / 2-methyltetrahydrofuran / 15 - 25 °C
10.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.33 h / 10 °C
10.2: 0.33 h / 10 °C
11.1: hydrogenchloride / ethyl acetate; water / 1 h / 50 °C
12.1: triethylamine / tetrahydrofuran / 0.5 h
12.2: 18 h
With
hydrogenchloride; sodium tetrahydroborate; tetrabutyl ammonium fluoride; water; sodium ethanolate; acetic acid; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane;
zinc;
In
tetrahydrofuran; 2-methyltetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate;