Technology Process of (4S,7R,8aS)-4,7-Dibenzyl-6-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester
There total 12 articles about (4S,7R,8aS)-4,7-Dibenzyl-6-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 74 percent / Et3N, DMAP / CH2Cl2 / 24 h / Ambient temperature
2: 85 percent / aq. NaOH / methanol / 20 h / Ambient temperature
3: N-methylmorpholine / tetrahydrofuran / 0.25 h / -20 °C
4: CH2Cl2; diethyl ether / 0.5 h / -20 °C
5: HCl / CH2Cl2; methanol; diethyl ether / -20 °C
6: NaI / tetrahydrofuran / 0.17 h / Ambient temperature
7: tetrahydrofuran / 3 h / Ambient temperature
8: H2 / Pd/C / methanol / 29 h / 1551.4 Torr / Ambient temperature
9: toluene / 72 h / Heating
10: 1.) NaOMe / 1.) THF, 5 min, 2.) THF, 1 h
With
4-methyl-morpholine; hydrogenchloride; dmap; sodium hydroxide; hydrogen; sodium methylate; triethylamine; sodium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/0040-4020(96)00842-3
- Guidance literature:
-
Multi-step reaction with 12 steps
1: Et3N / methanol / 0.25 h / Ambient temperature; 4A molecular sieves
2: NaBH3CN, ZnCl2 / methanol / 2.5 h / Ambient temperature
3: 74 percent / Et3N, DMAP / CH2Cl2 / 24 h / Ambient temperature
4: 85 percent / aq. NaOH / methanol / 20 h / Ambient temperature
5: N-methylmorpholine / tetrahydrofuran / 0.25 h / -20 °C
6: CH2Cl2; diethyl ether / 0.5 h / -20 °C
7: HCl / CH2Cl2; methanol; diethyl ether / -20 °C
8: NaI / tetrahydrofuran / 0.17 h / Ambient temperature
9: tetrahydrofuran / 3 h / Ambient temperature
10: H2 / Pd/C / methanol / 29 h / 1551.4 Torr / Ambient temperature
11: toluene / 72 h / Heating
12: 1.) NaOMe / 1.) THF, 5 min, 2.) THF, 1 h
With
4-methyl-morpholine; hydrogenchloride; dmap; sodium hydroxide; hydrogen; sodium methylate; sodium cyanoborohydride; triethylamine; sodium iodide; zinc(II) chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/0040-4020(96)00842-3
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 74 percent / Et3N, DMAP / CH2Cl2 / 24 h / Ambient temperature
2: 85 percent / aq. NaOH / methanol / 20 h / Ambient temperature
3: N-methylmorpholine / tetrahydrofuran / 0.25 h / -20 °C
4: CH2Cl2; diethyl ether / 0.5 h / -20 °C
5: HCl / CH2Cl2; methanol; diethyl ether / -20 °C
6: NaI / tetrahydrofuran / 0.17 h / Ambient temperature
7: tetrahydrofuran / 3 h / Ambient temperature
8: H2 / Pd/C / methanol / 29 h / 1551.4 Torr / Ambient temperature
9: toluene / 72 h / Heating
10: 1.) NaOMe / 1.) THF, 5 min, 2.) THF, 1 h
With
4-methyl-morpholine; hydrogenchloride; dmap; sodium hydroxide; hydrogen; sodium methylate; triethylamine; sodium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/0040-4020(96)00842-3
