Technology Process of (3aS,4S,6aS)-5-tert-Butyl-4-(2,2-dimethoxy-ethyl)-2-methoxy-2,3,4,6a-tetrahydro-cyclopenta[b]furan-3a,4-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester
There total 5 articles about (3aS,4S,6aS)-5-tert-Butyl-4-(2,2-dimethoxy-ethyl)-2-methoxy-2,3,4,6a-tetrahydro-cyclopenta[b]furan-3a,4-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester which
guide to synthetic route it.
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synthetic route:
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121944-13-6,121944-14-7
(3aS,4S,6aS)-5-tert-Butyl-4-(2,2-dimethoxy-ethyl)-2-methoxy-2,3,4,6a-tetrahydro-cyclopenta[b]furan-3a,4-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester
- Guidance literature:
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Multi-step reaction with 3 steps
1: 80 percent / potassium hexamethyldisilazide / tetrahydrofuran / 24 h / -45 °C
2: 30 percent / Na / toluene; propan-2-ol
3: 1.) O3, NaHCO3, Me2S; 2.) tosic acid / 1.) -78 deg C, CH2Cl2/MeOH; 2.) MeOH, 60 deg C, 8 h
With
dimethylsulfide; sodium; potassium hexamethylsilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone;
In
tetrahydrofuran; isopropyl alcohol; toluene;
DOI:10.1016/0040-4039(88)85179-7
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121944-13-6,121944-14-7
(3aS,4S,6aS)-5-tert-Butyl-4-(2,2-dimethoxy-ethyl)-2-methoxy-2,3,4,6a-tetrahydro-cyclopenta[b]furan-3a,4-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester
- Guidance literature:
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Multi-step reaction with 5 steps
1: 88 percent / diisobutylaluminium chloride / CH2Cl2; hexane
2: 91 percent / LDA / tetrahydrofuran / -78 °C
3: 80 percent / potassium hexamethyldisilazide / tetrahydrofuran / 24 h / -45 °C
4: 30 percent / Na / toluene; propan-2-ol
5: 1.) O3, NaHCO3, Me2S; 2.) tosic acid / 1.) -78 deg C, CH2Cl2/MeOH; 2.) MeOH, 60 deg C, 8 h
With
dimethylsulfide; sodium; diisobutylaluminum chloride; potassium hexamethylsilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; isopropyl alcohol; toluene;
DOI:10.1016/0040-4039(88)85179-7
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121944-13-6,121944-14-7
(3aS,4S,6aS)-5-tert-Butyl-4-(2,2-dimethoxy-ethyl)-2-methoxy-2,3,4,6a-tetrahydro-cyclopenta[b]furan-3a,4-dicarboxylic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 91 percent / LDA / tetrahydrofuran / -78 °C
2: 80 percent / potassium hexamethyldisilazide / tetrahydrofuran / 24 h / -45 °C
3: 30 percent / Na / toluene; propan-2-ol
4: 1.) O3, NaHCO3, Me2S; 2.) tosic acid / 1.) -78 deg C, CH2Cl2/MeOH; 2.) MeOH, 60 deg C, 8 h
With
dimethylsulfide; sodium; potassium hexamethylsilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide;
In
tetrahydrofuran; isopropyl alcohol; toluene;
DOI:10.1016/0040-4039(88)85179-7