Technology Process of (2S,3R,4S)-tert-butyl 3-benzyloxy-2-(6-(tert-butyldiphenylsilyloxy)-2-oxohexyl)-4-methyl-6-oxocyclohexanecarboxylate
There total 17 articles about (2S,3R,4S)-tert-butyl 3-benzyloxy-2-(6-(tert-butyldiphenylsilyloxy)-2-oxohexyl)-4-methyl-6-oxocyclohexanecarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 7.1 g / NaH / tetrahydrofuran / 2 h / -78 - -20 °C
2.1: L-selectride / tetrahydrofuran / 1.5 h / -78 °C
3.1: 5.25 g / imidazole / dimethylformamide / 30 h / 20 °C
4.1: 83 percent / Dibal-H / CH2Cl2 / 1.5 h / -78 - -50 °C
5.1: LDA / tetrahydrofuran; hexane / 1.17 h / -78 - 0 °C
6.1: PPTS / ethanol / 1.25 h / 20 °C
6.2: Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 20 °C
7.1: 96 percent / Cs2CO3 / ethanol / -78 - 0 °C
With
1H-imidazole; pyridinium p-toluenesulfonate; L-Selectride; sodium hydride; diisobutylaluminium hydride; caesium carbonate; lithium diisopropyl amide;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
1.1: Horner-Wadsworth-Emmons reaction / 6.2: Dess-Martin oxidation;
DOI:10.1002/anie.200502296
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: Et3N; DMAP / CH2Cl2 / 4 h / 20 °C
2.1: 4.23 g / dimethylsulfoxide / 24 h / 50 °C
3.1: O3 / methanol; CH2Cl2 / -78 °C
3.2: Me2S / methanol; CH2Cl2 / 3 h / 20 °C
4.1: 7.1 g / NaH / tetrahydrofuran / 2 h / -78 - -20 °C
5.1: L-selectride / tetrahydrofuran / 1.5 h / -78 °C
6.1: 5.25 g / imidazole / dimethylformamide / 30 h / 20 °C
7.1: 83 percent / Dibal-H / CH2Cl2 / 1.5 h / -78 - -50 °C
8.1: LDA / tetrahydrofuran; hexane / 1.17 h / -78 - 0 °C
9.1: PPTS / ethanol / 1.25 h / 20 °C
9.2: Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 20 °C
10.1: 96 percent / Cs2CO3 / ethanol / -78 - 0 °C
With
1H-imidazole; dmap; pyridinium p-toluenesulfonate; L-Selectride; sodium hydride; diisobutylaluminium hydride; caesium carbonate; ozone; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
4.1: Horner-Wadsworth-Emmons reaction / 9.2: Dess-Martin oxidation;
DOI:10.1002/anie.200502296
