Technology Process of 2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester
There total 4 articles about 2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-4-[(S)-1-(4-Benzyloxycarbonyl-oxazol-2-yl)-2-hydroxy-ethylcarbamoyl]-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid tert-butyl ester;
With
diethylamino-sulfur trifluoride;
In
dichloromethane;
at -78 ℃;
for 1h;
With
Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
dichloromethane;
at 20 ℃;
for 8h;
DOI:10.1021/ol061793i
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: HCl / dioxane; ethyl acetate / 1.5 h / 20 °C
1.2: 84 percent / DIEA; bromo-tris-pyrrolidino-phosphonium hexafluorophosphate / CH2Cl2 / 0 - 20 °C
2.1: diethylaminosulfur trifluoride / CH2Cl2 / 1 h / -78 °C
2.2: 71 percent / DBU; BrCCl3 / CH2Cl2 / 8 h / 20 °C
With
hydrogenchloride; diethylamino-sulfur trifluoride;
In
1,4-dioxane; dichloromethane; ethyl acetate;
DOI:10.1021/ol061793i
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 95 percent / LiOH*H2O / methanol; tetrahydrofuran; H2O / 3 h / 0 °C
2.1: HCl / dioxane; ethyl acetate / 1.5 h / 20 °C
2.2: 84 percent / DIEA; bromo-tris-pyrrolidino-phosphonium hexafluorophosphate / CH2Cl2 / 0 - 20 °C
3.1: diethylaminosulfur trifluoride / CH2Cl2 / 1 h / -78 °C
3.2: 71 percent / DBU; BrCCl3 / CH2Cl2 / 8 h / 20 °C
With
hydrogenchloride; lithium hydroxide; diethylamino-sulfur trifluoride;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol061793i
![(S)-4-[(S)-1-(4-Benzyloxycarbonyl-oxazol-2-yl)-2-hydroxy-ethylcarbamoyl]-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid tert-butyl ester](/Databaselist/images/loading.webp)
