Technology Process of Methanesulfonic acid (1S,4R,6S)-6-benzyloxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-cyclohept-2-enyl ester
There total 12 articles about Methanesulfonic acid (1S,4R,6S)-6-benzyloxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-cyclohept-2-enyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 84 percent / MnO2, benzoquinone, Pd(OAc)2 / acetic acid / 64 h / 25 °C
2: 100 percent / Et3N / CH2Cl2 / 0.17 h / 0 °C
3: 82 percent / NaN3 / dimethylformamide / 35 h / 50 °C
4: 100 percent / H2 / Lindlar catalyst / ethanol / 50 h
5: 99 percent / aq. NaHCO3 / ethyl acetate / 3 h / 25 °C
6: 95 percent / K2CO3 / methanol / 2 h
7: 91 percent / various solvent(s) / 86 h / 50 °C / Amano P-30 lipase (crude Pseudomonas cepacia lipase)
8: 99 percent / imidazole / dimethylformamide / 1.) 0 deg C, 30 min, 2.) r.t., 2 h
9: 95 percent / NaCN / methanol / 18 h / Ambient temperature
10: Et3N / CH2Cl2 / 0.17 h
With
1H-imidazole; manganese(IV) oxide; palladium diacetate; sodium azide; sodium cyanide; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; p-benzoquinone;
Lindlar's catalyst;
In
methanol; ethanol; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00108a025
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / Et3N / CH2Cl2 / 0.17 h / 0 °C
2: 82 percent / NaN3 / dimethylformamide / 35 h / 50 °C
3: 100 percent / H2 / Lindlar catalyst / ethanol / 50 h
4: 99 percent / aq. NaHCO3 / ethyl acetate / 3 h / 25 °C
5: 95 percent / K2CO3 / methanol / 2 h
6: 91 percent / various solvent(s) / 86 h / 50 °C / Amano P-30 lipase (crude Pseudomonas cepacia lipase)
7: 99 percent / imidazole / dimethylformamide / 1.) 0 deg C, 30 min, 2.) r.t., 2 h
8: 95 percent / NaCN / methanol / 18 h / Ambient temperature
9: Et3N / CH2Cl2 / 0.17 h
With
1H-imidazole; sodium azide; sodium cyanide; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine;
Lindlar's catalyst;
In
methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00108a025
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 10 percent / 48 h / 45 °C / Amano P-30 lipase (crude Pseudomonas cepacia lipase)
2: 100 percent / H2 / Lindlar catalyst / ethanol / 50 h
3: 99 percent / aq. NaHCO3 / ethyl acetate / 3 h / 25 °C
4: 95 percent / K2CO3 / methanol / 2 h
5: 91 percent / various solvent(s) / 86 h / 50 °C / Amano P-30 lipase (crude Pseudomonas cepacia lipase)
6: 99 percent / imidazole / dimethylformamide / 1.) 0 deg C, 30 min, 2.) r.t., 2 h
7: 95 percent / NaCN / methanol / 18 h / Ambient temperature
8: Et3N / CH2Cl2 / 0.17 h
With
1H-imidazole; sodium cyanide; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine;
Lindlar's catalyst;
In
methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00108a025
