Technology Process of Butanamide, N-(octahydro-1,7,8-trihydroxy-6-indolizinyl)-, 1S-(1.alpha.,6.beta.,7.alpha.,8.beta.,8a.beta.)-
There total 10 articles about Butanamide, N-(octahydro-1,7,8-trihydroxy-6-indolizinyl)-, 1S-(1.alpha.,6.beta.,7.alpha.,8.beta.,8a.beta.)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 71 percent / camphorsulfonic acid / dimethylformamide / 1 h / 70 - 80 °C
2: diisopropylethylamine / toluene / 1 h / 80 °C
3: aq. NaOH / methanol / Ambient temperature
4: pyridine / 1 h
5: NaN3 / dimethylsulfoxide / 8 h / 80 °C
6: H2 / 10percent Pd/C / ethyl acetate / 3 h
7: Et3N / CH2Cl2 / 0.5 h / Ambient temperature
8: 50percent aq. trifluoroacetic acid / Ambient temperature
With
sodium hydroxide; sodium azide; camphor-10-sulfonic acid; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
pyridine; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)85075-4
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) (Bu3Sn)2O / 1.) toluene, reflux, 2 h; 2.) 0 deg C, overnight
2: 71 percent / camphorsulfonic acid / dimethylformamide / 1 h / 70 - 80 °C
3: diisopropylethylamine / toluene / 1 h / 80 °C
4: aq. NaOH / methanol / Ambient temperature
5: pyridine / 1 h
6: NaN3 / dimethylsulfoxide / 8 h / 80 °C
7: H2 / 10percent Pd/C / ethyl acetate / 3 h
8: Et3N / CH2Cl2 / 0.5 h / Ambient temperature
9: 50percent aq. trifluoroacetic acid / Ambient temperature
With
sodium hydroxide; sodium azide; camphor-10-sulfonic acid; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis(tri-n-butyltin)oxide;
palladium on activated charcoal;
In
pyridine; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)85075-4
- Guidance literature:
-
Multi-step reaction with 7 steps
1: diisopropylethylamine / toluene / 1 h / 80 °C
2: aq. NaOH / methanol / Ambient temperature
3: pyridine / 1 h
4: NaN3 / dimethylsulfoxide / 8 h / 80 °C
5: H2 / 10percent Pd/C / ethyl acetate / 3 h
6: Et3N / CH2Cl2 / 0.5 h / Ambient temperature
7: 50percent aq. trifluoroacetic acid / Ambient temperature
With
sodium hydroxide; sodium azide; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
pyridine; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1016/S0040-4020(01)85075-4