Technology Process of (S)-N-(1-methanesulfonyloxymethyl-2-(4-methoxy-2-nitrophenyl)-ethyl)-acetamide
There total 8 articles about (S)-N-(1-methanesulfonyloxymethyl-2-(4-methoxy-2-nitrophenyl)-ethyl)-acetamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: c. hydrochloric acid / H2O / 0.33 h / Heating
1.2: sodium nitrite / H2O / 0.5 h
1.3: 78 percent / copper cyanide / H2O / 2 h / Heating
2.1: DIBAL / toluene; diethyl ether / 0.33 h / 0 °C
2.2: 99 percent / silica gel / toluene; diethyl ether
3.1: DBU / CH2Cl2 / 0.17 h
3.2: CH2Cl2 / 2 h / 20 °C
4.1: 98 percent / H2 / Rh+[L1*][COD]SbF6- / tetrahydrofuran / 2327.23 Torr
5.1: 87 percent / super hydride(R) / tetrahydrofuran / 1 h / 0 °C
6.1: triethylamine / CH2Cl2 / 0.5 h / 0 °C
With
hydrogenchloride; hydrogen; diisobutylaluminium hydride; lithium triethylborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
Rh+[L1*][COD]SbF6-;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;
3.1: Wadsworth-Emmons reaction;
DOI:10.1021/ol016018b
- Guidance literature:
-
Multi-step reaction with 4 steps
1: tetrabutylammonium chloride hydrate; sodium bicarbonate / palladium acetate / 24 h / 80 °C
2: 98 percent / H2 / Rh+[L1*][COD]SbF6- / tetrahydrofuran / 2327.23 Torr
3: 87 percent / super hydride(R) / tetrahydrofuran / 1 h / 0 °C
4: triethylamine / CH2Cl2 / 0.5 h / 0 °C
With
tetrabutyl-ammonium chloride; hydrogen; lithium triethylborohydride; sodium hydrogencarbonate; triethylamine;
Rh+[L1*][COD]SbF6-; palladium diacetate;
In
tetrahydrofuran; dichloromethane;
1: Heck reaction;
DOI:10.1021/ol016018b
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: DIBAL / toluene; diethyl ether / 0.33 h / 0 °C
1.2: 99 percent / silica gel / toluene; diethyl ether
2.1: DBU / CH2Cl2 / 0.17 h
2.2: CH2Cl2 / 2 h / 20 °C
3.1: 98 percent / H2 / Rh+[L1*][COD]SbF6- / tetrahydrofuran / 2327.23 Torr
4.1: 87 percent / super hydride(R) / tetrahydrofuran / 1 h / 0 °C
5.1: triethylamine / CH2Cl2 / 0.5 h / 0 °C
With
hydrogen; diisobutylaluminium hydride; lithium triethylborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
Rh+[L1*][COD]SbF6-;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene;
2.1: Wadsworth-Emmons reaction;
DOI:10.1021/ol016018b