Technology Process of 1α-hydroxy-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3
There total 7 articles about 1α-hydroxy-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride; triethylamine;
In
tetrahydrofuran;
at 20 ℃;
for 18h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: acetic anhydride / 1.5 h / Reflux
2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
2.2: 0.25 h / -78 °C
2.3: 0.67 h / -78 °C
3.1: potassium hydroxide; water / 18 h / 50 °C
4.1: diisobutylaluminium hydride / dichloromethane; toluene / 2.5 h / -78 - -30 °C
4.2: -78 °C
5.1: hexane / 2.5 h / 0 - 20 °C / Inert atmosphere; Irradiation
6.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0.33 h / 20 °C / Molecular sieve
7.1: phenyllithium / tetrahydrofuran; dibutyl ether / 0.33 h / -78 °C / Inert atmosphere
7.2: 2.5 h / -78 - -20 °C
8.1: tetrabutyl ammonium fluoride; triethylamine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere
With
tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; water; acetic anhydride; diisobutylaluminium hydride; phenyllithium; 4-methylmorpholine N-oxide; triethylamine; potassium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; dibutyl ether; toluene;
7.1: |Wittig-Horner Reaction;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium hydroxide; water / 18 h / 50 °C
2.1: diisobutylaluminium hydride / dichloromethane; toluene / 2.5 h / -78 - -30 °C
2.2: -78 °C
3.1: hexane / 2.5 h / 0 - 20 °C / Inert atmosphere; Irradiation
4.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0.33 h / 20 °C / Molecular sieve
5.1: phenyllithium / tetrahydrofuran; dibutyl ether / 0.33 h / -78 °C / Inert atmosphere
5.2: 2.5 h / -78 - -20 °C
6.1: tetrabutyl ammonium fluoride; triethylamine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere
With
tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; water; diisobutylaluminium hydride; phenyllithium; 4-methylmorpholine N-oxide; triethylamine; potassium hydroxide;
In
tetrahydrofuran; hexane; dichloromethane; dibutyl ether; toluene;
5.1: |Wittig-Horner Reaction;
![1α-[(tert-butyldimethylsilyl)oxy]-20,21-dehydro-2-methylene-19,24,25,26,27-pentanorvitamin D3 tert-butyldimethylsilyl ether](/Databaselist/images/loading.webp)
