Technology Process of (3S,5R,7S)-3-Acetoxy-5-((benzyloxycarbonyl)amino)-7-(phenylseleno)cyclohept-1-ene
There total 11 articles about (3S,5R,7S)-3-Acetoxy-5-((benzyloxycarbonyl)amino)-7-(phenylseleno)cyclohept-1-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 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: Et3N / CH2Cl2 / 0.17 h / 0 °C
9: NaBH4 / ethanol / 3 h / 0 °C
With
manganese(IV) oxide; palladium diacetate; sodium tetrahydroborate; sodium azide; 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 8 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: Et3N / CH2Cl2 / 0.17 h / 0 °C
8: NaBH4 / ethanol / 3 h / 0 °C
With
sodium tetrahydroborate; sodium azide; 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 7 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: Et3N / CH2Cl2 / 0.17 h / 0 °C
7: NaBH4 / ethanol / 3 h / 0 °C
With
sodium tetrahydroborate; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine;
Lindlar's catalyst;
In
methanol; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo00108a025
