Technology Process of methyl (2S,3R)-2-[(tert-butoxycarbonyl)amino]-3-phenylbutanoate
There total 14 articles about methyl (2S,3R)-2-[(tert-butoxycarbonyl)amino]-3-phenylbutanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen;
palladium on activated charcoal;
In
ethyl acetate;
for 12h;
under 760 Torr;
DOI:10.1021/jo971178f
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium bicarbonate; sodium periodate / ruthenium trichloride trihydrate / CCl4; acetonitrile; H2O / 48 h
2.1: CuCN / diethyl ether; hexane / 0 °C
2.2: diethyl ether; hexane / 4 h / 0 °C
3.1: 0.18 g / KHCO3 / dimethylformamide / 12 h / 20 °C
4.1: 82 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / 0 - 20 °C
5.1: sodium azide / dimethylformamide / 12 h / 80 °C
6.1: 0.32 g / H2 / Pd/C / ethyl acetate / 12 h / 760 Torr
With
dmap; sodium periodate; sodium azide; hydrogen; sodium hydrogencarbonate; potassium hydrogencarbonate; triethylamine;
ruthenium trichloride; palladium on activated charcoal;
In
tetrachloromethane; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
1.1: Oxidation / 2.1: transmetallation / 2.2: Ring cleavage / 3.1: Esterification / 4.1: mesylation / 5.1: Substitution / 6.1: Catalytic hydrogenation;
DOI:10.1021/jo971178f
- Guidance literature:
-
Multi-step reaction with 7 steps
2: KOH / ethanol
3: diethyl ether
4: 0.18 g / KHCO3 / dimethylformamide / 12 h / 20 °C
5: 82 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / 0 - 20 °C
6: sodium azide / dimethylformamide / 12 h / 80 °C
7: 0.32 g / H2 / Pd/C / ethyl acetate / 12 h / 760 Torr
With
dmap; potassium hydroxide; sodium azide; hydrogen; potassium hydrogencarbonate; triethylamine;
palladium on activated charcoal;
In
diethyl ether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Jacobsen's epoxidation / 2: Hydrolysis / 3: Ring cleavage / 4: Esterification / 5: mesylation / 6: Substitution / 7: Catalytic hydrogenation;
DOI:10.1021/jo971178f