Technology Process of (2S,8S)-3-Benzenesulfonyl-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-((4R,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-nonan-5-ol
There total 20 articles about (2S,8S)-3-Benzenesulfonyl-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-((4R,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-nonan-5-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 95 percent / pyridine; tri-n-butylphosphine / 30 h / 20 °C
2.1: 96 percent / MCPBA / CH2Cl2 / 24 h / 0 - 20 °C
3.1: 100 percent / K2CO3 / methanol / 0.5 h / 20 °C
4.1: 95 percent / hydrogen / Pd(OH)2-C / methanol / 2 h / 20 °C
5.1: 87 percent / 10-camphorsulfonic acid / benzene / 24 h / 20 °C
6.1: tert-BuLi / tetrahydrofuran; pentane / 1.25 h / -78 - -20 °C
6.2: 82 percent / tetrahydrofuran; pentane / 0.5 h / -78 °C
7.1: 79 percent / sodium amalgam / methanol / 4 h / Heating
8.1: 70 percent / MCPBA / CH2Cl2 / 0 - 20 °C
9.1: tert-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C
9.2: 68 percent / BF3*Et2O / tetrahydrofuran; pentane / 0.5 h / -78 °C
With
pyridine; sodium amalgam; tributylphosphine; (1S)-10-camphorsulfonic acid; hydrogen; tert.-butyl lithium; potassium carbonate; 3-chloro-benzenecarboperoxoic acid;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; dichloromethane; pentane; benzene;
DOI:10.1016/j.tet.2005.10.013
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 96 percent / MCPBA / CH2Cl2 / 24 h / 0 - 20 °C
2.1: 100 percent / K2CO3 / methanol / 0.5 h / 20 °C
3.1: 95 percent / hydrogen / Pd(OH)2-C / methanol / 2 h / 20 °C
4.1: 87 percent / 10-camphorsulfonic acid / benzene / 24 h / 20 °C
5.1: tert-BuLi / tetrahydrofuran; pentane / 1.25 h / -78 - -20 °C
5.2: 82 percent / tetrahydrofuran; pentane / 0.5 h / -78 °C
6.1: 79 percent / sodium amalgam / methanol / 4 h / Heating
7.1: 70 percent / MCPBA / CH2Cl2 / 0 - 20 °C
8.1: tert-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C
8.2: 68 percent / BF3*Et2O / tetrahydrofuran; pentane / 0.5 h / -78 °C
With
sodium amalgam; (1S)-10-camphorsulfonic acid; hydrogen; tert.-butyl lithium; potassium carbonate; 3-chloro-benzenecarboperoxoic acid;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; dichloromethane; pentane; benzene;
DOI:10.1016/j.tet.2005.10.013