Technology Process of Propanoic acid, 2,2-dimethyl-, 3-[(2S,5S)-tetrahydro-4-methylene-5-[(3R,5R)-5-methyl-3-[(methylsulfonyl)oxy]-6-[[(trifluoromethyl)sulfonyl]oxy]-6-hepten-1-yl]-2-furanyl]propyl ester
There total 13 articles about Propanoic acid, 2,2-dimethyl-, 3-[(2S,5S)-tetrahydro-4-methylene-5-[(3R,5R)-5-methyl-3-[(methylsulfonyl)oxy]-6-[[(trifluoromethyl)sulfonyl]oxy]-6-hepten-1-yl]-2-furanyl]propyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 15 °C
2: Chiralpak-OD / Resolution of racemate
3: triethylamine; dmap / dichloromethane / 20 °C
4: (R)-N-(2-(4-isopropyl-4,5-dihydrooxazol-2-yl)-6-methylphenyl)methanesulfonamide; nickel dichloride; chromium dichloride / tetrahydrofuran / 25 °C
5: silica gel / isopropyl alcohol / 25 °C
6: tetrahydrofuran / 0 °C
7: potassium hexamethylsilazane / toluene; tetrahydrofuran / -70 °C
8: hydrogenchloride / water; isopropyl alcohol / 15 °C
9: dmap; 2,4,6-trimethyl-pyridine / dichloromethane / 0 °C
10: triethylamine / tetrahydrofuran / 0 °C
With
1H-imidazole; 2,4,6-trimethyl-pyridine; chromium dichloride; hydrogenchloride; dmap; (R)-N-(2-(4-isopropyl-4,5-dihydrooxazol-2-yl)-6-methylphenyl)methanesulfonamide; silica gel; potassium hexamethylsilazane; triethylamine; nickel dichloride;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
4: |Nozaki-Hiyama-Kishi Reaction;
DOI:10.1055/s-0032-1317920
- Guidance literature:
-
Multi-step reaction with 11 steps
1: Chiralpak-OD / Resolution of racemate
2: diethylazodicarboxylate; triphenylphosphine / toluene / 0 °C
3: water; lithium hydroxide / tetrahydrofuran / 20 °C
4: triethylamine; dmap / dichloromethane / 20 °C
5: (R)-N-(2-(4-isopropyl-4,5-dihydrooxazol-2-yl)-6-methylphenyl)methanesulfonamide; nickel dichloride; chromium dichloride / tetrahydrofuran / 25 °C
6: silica gel / isopropyl alcohol / 25 °C
7: tetrahydrofuran / 0 °C
8: potassium hexamethylsilazane / toluene; tetrahydrofuran / -70 °C
9: hydrogenchloride / water; isopropyl alcohol / 15 °C
10: dmap; 2,4,6-trimethyl-pyridine / dichloromethane / 0 °C
11: triethylamine / tetrahydrofuran / 0 °C
With
2,4,6-trimethyl-pyridine; chromium dichloride; hydrogenchloride; dmap; (R)-N-(2-(4-isopropyl-4,5-dihydrooxazol-2-yl)-6-methylphenyl)methanesulfonamide; water; silica gel; potassium hexamethylsilazane; triethylamine; triphenylphosphine; nickel dichloride; lithium hydroxide; diethylazodicarboxylate;
In
tetrahydrofuran; dichloromethane; water; isopropyl alcohol; toluene;
2: |Mitsunobu Displacement / 5: |Nozaki-Hiyama-Kishi Reaction;
DOI:10.1055/s-0032-1317920