Technology Process of 3-{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}propionaldehyde
There total 4 articles about 3-{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}propionaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
silica gel; pyridinium chlorochromate;
In
dichloromethane;
for 1.25h;
DOI:10.1021/jm0105171
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / Et2Zn; (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane / 1,2-dimethoxy-ethane; CH2Cl2 / 2 h / -15 °C
2: 84 percent / pyridinium chlorochromate; SiO2 / CH2Cl2 / 2.5 h
3: 86 percent / CH2Cl2 / 19 h / Heating
4: 79 percent / DIBAL-H / hexane / 1 h / -78 °C
5: 79 percent / Et2Zn; (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane / 1,2-dimethoxy-ethane; CH2Cl2 / 3 h / -15 °C
6: 92 percent / pyridinium chlorochromate; SiO2 / CH2Cl2 / 1 h
7: 94 percent / CH2Cl2 / 28 h / Heating
8: 56 percent / NaBH4; LiCl / ethanol; tetrahydrofuran / 19 h / 20 °C
9: 64 percent / pyridinium chlorochromate; SiO2 / CH2Cl2 / 1.25 h
With
sodium tetrahydroborate; (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane; diethylzinc; silica gel; diisobutylaluminium hydride; pyridinium chlorochromate; lithium chloride;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane;
1: Charette asymmetric cyclopropanation / 3: Wittig reaction / 5: Charette asymmetric cyclopropanation / 7: Wittig reaction;
DOI:10.1021/jm0105171
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 86 percent / CH2Cl2 / 19 h / Heating
2: 79 percent / DIBAL-H / hexane / 1 h / -78 °C
3: 79 percent / Et2Zn; (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane / 1,2-dimethoxy-ethane; CH2Cl2 / 3 h / -15 °C
4: 92 percent / pyridinium chlorochromate; SiO2 / CH2Cl2 / 1 h
5: 94 percent / CH2Cl2 / 28 h / Heating
6: 56 percent / NaBH4; LiCl / ethanol; tetrahydrofuran / 19 h / 20 °C
7: 64 percent / pyridinium chlorochromate; SiO2 / CH2Cl2 / 1.25 h
With
sodium tetrahydroborate; (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane; diethylzinc; silica gel; diisobutylaluminium hydride; pyridinium chlorochromate; lithium chloride;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane;
1: Wittig reaction / 3: Charette asymmetric cyclopropanation / 5: Wittig reaction;
DOI:10.1021/jm0105171
![3-{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}propan-1-ol](/Databaselist/images/loading.webp)
