Technology Process of (3aS,3bR,6S,6aS,7aR)-6-Isopropenyl-2,2-dimethyl-hexahydro-1,3-dioxa-4-aza-cyclopenta[a]pentalene-4-carboxylic acid benzyl ester
There total 12 articles about (3aS,3bR,6S,6aS,7aR)-6-Isopropenyl-2,2-dimethyl-hexahydro-1,3-dioxa-4-aza-cyclopenta[a]pentalene-4-carboxylic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydrogencarbonate;
In
diphenylether;
for 0.75h;
Heating;
DOI:10.1021/ol006377r
- Guidance literature:
-
Multi-step reaction with 11 steps
1: NaIO4 / methanol; H2O
2: Mo(CO)6 / acetonitrile; H2O
3: 49 percent / lipase AK (pseudomonas fluorescens, Amano) / CH2Cl2 / 48 h / 20 °C
4: 98 percent / K2CO3 / methanol
5: 91 percent / imidazole / dimethylformamide
6: OsO4; NMO / tetrahydrofuran; H2O
7: PPTS / dimethylformamide
8: NaI; NaH / tetrahydrofuran
9: TBAF / tetrahydrofuran
10: 92 percent / NaH / tetrahydrofuran / -30 °C
11: 72 percent / NaHCO3 / diphenyl ether / 0.75 h / Heating
With
1H-imidazole; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; hexacarbonyl molybdenum; lipase AK (pseudomonas fluorescens, Amano); tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; sodium iodide;
In
tetrahydrofuran; methanol; diphenylether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
1: Oxidation / 2: Ring cleavage / 3: Acetylation / 4: Substitution / 5: silylation / 6: hydroxylation / 7: Cyclization / 8: Substitution / 9: desilylation / 10: Addition / 11: Rearrangement;
DOI:10.1021/ol006377r
- Guidance literature:
-
Multi-step reaction with 11 steps
1: NaIO4 / methanol; H2O
2: Mo(CO)6 / acetonitrile; H2O
3: 49 percent / lipase AK (pseudomonas fluorescens, Amano) / CH2Cl2 / 48 h / 20 °C
4: 98 percent / K2CO3 / methanol
5: 91 percent / imidazole / dimethylformamide
6: OsO4; NMO / tetrahydrofuran; H2O
7: PPTS / dimethylformamide
8: NaI; NaH / tetrahydrofuran
9: TBAF / tetrahydrofuran
10: 92 percent / NaH / tetrahydrofuran / -30 °C
11: 72 percent / NaHCO3 / diphenyl ether / 0.75 h / Heating
With
1H-imidazole; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; hexacarbonyl molybdenum; lipase AK (pseudomonas fluorescens, Amano); tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; sodium iodide;
In
tetrahydrofuran; methanol; diphenylether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
1: Oxidation / 2: Ring cleavage / 3: Acetylation / 4: Substitution / 5: silylation / 6: hydroxylation / 7: Cyclization / 8: Substitution / 9: desilylation / 10: Addition / 11: Rearrangement;
DOI:10.1021/ol006377r
![Dithiocarbonic acid O-{(3aR,4S,6R,6aS)-6-[benzyloxycarbonyl-(3-methyl-but-2-enyl)-amino]-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl} ester S-methyl ester](/Databaselist/images/loading.webp)
