Technology Process of (E)-4-{(1R,2S,3R)-3-Isopropyl-1-methyl-2-[(S)-3-methyl-5-(toluene-4-sulfonyl)-pentyl]-cyclopentyl}-2-methyl-but-2-enal
There total 11 articles about (E)-4-{(1R,2S,3R)-3-Isopropyl-1-methyl-2-[(S)-3-methyl-5-(toluene-4-sulfonyl)-pentyl]-cyclopentyl}-2-methyl-but-2-enal which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: CH3CH2COOH / 145 °C
2: LiBH4 / methanol
3: 97 percent / sodium; hexamethylphosphoramide / 2-methyl-propan-2-ol
4: 89 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2
5: NaI / butan-2-one / Heating
6: dimethylformamide / 70 °C
7: 85 percent / HBF4 / methanol; H2O
8: (COCl)2; dimethyl sulfoxide; triethylamine / -78 °C
9: 96 percent / CH2Cl2 / 22 °C
10: diisobutylaluminum hydride / CH2Cl2 / -78 °C
11: pyridinium chlorochromate / CH2Cl2
With
N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium borohydride; tetrafluoroboric acid; oxalyl dichloride; sodium; diisobutylaluminium hydride; dimethyl sulfoxide; propionic acid; triethylamine; pyridinium chlorochromate; sodium iodide;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; butanone; tert-butyl alcohol;
8: Swern oxidation / 9: Wittig olefination;
DOI:10.1002/anie.200603853
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 89 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2
2: NaI / butan-2-one / Heating
3: dimethylformamide / 70 °C
4: 85 percent / HBF4 / methanol; H2O
5: (COCl)2; dimethyl sulfoxide; triethylamine / -78 °C
6: 96 percent / CH2Cl2 / 22 °C
7: diisobutylaluminum hydride / CH2Cl2 / -78 °C
8: pyridinium chlorochromate / CH2Cl2
With
dmap; tetrafluoroboric acid; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; sodium iodide;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; butanone;
5: Swern oxidation / 6: Wittig olefination;
DOI:10.1002/anie.200603853