Technology Process of norsampsone B
There total 6 articles about norsampsone B which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium tert-butylate;
In
tetrahydrofuran;
at 0 ℃;
for 0.0833333h;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1021/acs.jnatprod.8b00763
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
1.2: 20 h / 0 - 20 °C / Inert atmosphere
2.1: toluene-4-sulfonic acid / benzene / 36 h / Reflux; Dean-Stark; Inert atmosphere
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.08 h / -78 °C / Inert atmosphere
3.2: 7 h / -78 °C / Inert atmosphere
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
5.1: triphenylphosphine; 1H-imidazole; iodine / toluene / 0.08 h / 20 °C / Inert atmosphere
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere
6.2: 48 h / 0 - 20 °C / Inert atmosphere
7.1: potassium tert-butylate / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere
With
1H-imidazole; lithium aluminium tetrahydride; potassium tert-butylate; iodine; sodium hexamethyldisilazane; pivaloyl chloride; sodium hydride; toluene-4-sulfonic acid; triethylamine; triphenylphosphine;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil; benzene;
7.1: |Dieckmann Condensation;
DOI:10.1021/acs.jnatprod.8b00763
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.08 h / -78 °C / Inert atmosphere
1.2: 7 h / -78 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
3.1: triphenylphosphine; 1H-imidazole; iodine / toluene / 0.08 h / 20 °C / Inert atmosphere
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere
4.2: 48 h / 0 - 20 °C / Inert atmosphere
5.1: potassium tert-butylate / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere
With
1H-imidazole; lithium aluminium tetrahydride; potassium tert-butylate; iodine; sodium hexamethyldisilazane; sodium hydride; triphenylphosphine;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;
5.1: |Dieckmann Condensation;
DOI:10.1021/acs.jnatprod.8b00763