Technology Process of Benzoic acid (3aR,4R,5R,6aS)-4-((E)-2-ethoxycarbonyl-vinyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester
There total 1 articles about Benzoic acid (3aR,4R,5R,6aS)-4-((E)-2-ethoxycarbonyl-vinyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester which
guide to synthetic route it.
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synthetic route:
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34027-33-3,53369-27-0,54595-06-1,54595-07-2,54595-08-3,54595-09-4,58240-50-9,109008-59-5,117179-84-7,120330-52-1,131488-83-0,139560-28-4,143234-96-2,143234-98-4,146143-02-4
[(1S,2R,3S)-3-Hydroxy-2-((Z)-pent-2-enyl)-cyclopentyl]-acetic acid
- Guidance literature:
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Multi-step reaction with 9 steps
1: 71 percent / DBU / CH2Cl2 / 3 h / 20 °C
2: 90 percent / H2 / Rh-Al2O3 / ethanol / 760 Torr
3: 98 percent / NaOH; water / methanol / 3 h / 20 °C
4: 70 percent / iodobenzene diacetate; iodine / benzene / 12.75 h / Heating; two 100W tungsten filament lamps
5: NaIO4 / RuCl3*H2O / acetonitrile; CCl4; H2O / 12 h
6: 426 mg / benzene; methanol; hexane / 0.5 h / 20 °C
7: 410 mg / DIBAL-H / tetrahydrofuran / 3 h / -78 °C
8: 240 mg / KN(TMS)2 / tetrahydrofuran / -78 - 0 °C
9: KOH; water / methanol / 2 h / 20 °C
With
potassium hydroxide; sodium hydroxide; sodium periodate; [bis(acetoxy)iodo]benzene; water; hydrogen; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene;
ruthenium trichloride; rhodium on alumina;
In
tetrahydrofuran; methanol; tetrachloromethane; ethanol; hexane; dichloromethane; water; acetonitrile; benzene;
1: Elimination / 2: Catalytic hydrogenation / 3: Hydrolysis / 4: oxidative decarboxylation / 5: Catalytic oxidation / 6: Methylation / 7: Reduction / 8: Wittig reaction / 9: Hydrolysis;
DOI:10.1080/00397919708004999
- Guidance literature:
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Multi-step reaction with 8 steps
1: 71 percent / DBU / CH2Cl2 / 3 h / 20 °C
2: 90 percent / H2 / Rh-Al2O3 / ethanol / 760 Torr
3: 98 percent / NaOH; water / methanol / 3 h / 20 °C
4: 70 percent / iodobenzene diacetate; iodine / benzene / 12.75 h / Heating; two 100W tungsten filament lamps
5: NaIO4 / RuCl3*H2O / acetonitrile; CCl4; H2O / 12 h
6: 426 mg / benzene; methanol; hexane / 0.5 h / 20 °C
7: 410 mg / DIBAL-H / tetrahydrofuran / 3 h / -78 °C
8: 240 mg / KN(TMS)2 / tetrahydrofuran / -78 - 0 °C
With
sodium hydroxide; sodium periodate; [bis(acetoxy)iodo]benzene; water; hydrogen; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene;
ruthenium trichloride; rhodium on alumina;
In
tetrahydrofuran; methanol; tetrachloromethane; ethanol; hexane; dichloromethane; water; acetonitrile; benzene;
1: Elimination / 2: Catalytic hydrogenation / 3: Hydrolysis / 4: oxidative decarboxylation / 5: Catalytic oxidation / 6: Methylation / 7: Reduction / 8: Wittig reaction;
DOI:10.1080/00397919708004999