Technology Process of tert-butyl 4-carboxymethyl-(3R)-(3,5-difluorophenyl)-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate
There total 5 articles about tert-butyl 4-carboxymethyl-(3R)-(3,5-difluorophenyl)-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate;
With
water; lithium hydroxide;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
With
hydrogenchloride;
In
tetrahydrofuran; water;
pH=7;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sulfuric acid / toluene / 6 h / Reflux
2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 72 h / 50 °C / 2250.23 Torr / Inert atmosphere
3.1: N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydroxide / dichloromethane / Cooling with acetone-dry ice
3.2: 0 - 20 °C
3.3: 0 °C / pH 1
4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 60 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere
5.2: 5.5 h / 0 - 20 °C
6.1: water; lithium hydroxide / tetrahydrofuran / 2 h / 20 °C
6.2: pH 7
With
sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; water; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 72 h / 50 °C / 2250.23 Torr / Inert atmosphere
2.1: N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydroxide / dichloromethane / Cooling with acetone-dry ice
2.2: 0 - 20 °C
2.3: 0 °C / pH 1
3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 60 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere
4.2: 5.5 h / 0 - 20 °C
5.1: water; lithium hydroxide / tetrahydrofuran / 2 h / 20 °C
5.2: pH 7
With
N-benzyl-N,N,N-triethylammonium chloride; water; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hydroxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;