Technology Process of (R)-5-((3E,7E)-11-Benzenesulfonyl-3,7-dimethyl-undeca-3,7-dienyl)-2,2,4,4-tetramethyl-[1,3]dioxolane
There total 8 articles about (R)-5-((3E,7E)-11-Benzenesulfonyl-3,7-dimethyl-undeca-3,7-dienyl)-2,2,4,4-tetramethyl-[1,3]dioxolane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 72 percent / MeSO2NH2; K2OsO4*2H2O; K3Fe(CN)6 / chiral monocinchona derivative C70H63N5O3; K2CO3 / 2-methyl-propan-2-ol; H2O / 4 h / 0 °C
2.1: p-TsOH / 0.5 h / 23 °C
3.1: K2CO3 / methanol / 1 h / 23 °C
4.1: MeSO2Cl; Et3N / CH2Cl2 / 1.5 h / -42 - 0 °C
4.2: LiBr / tetrahydrofuran / 1 h / 0 °C
5.1: LDA; CuI / tetrahydrofuran / -110 - -30 °C
5.2: 92 percent / tetrahydrofuran / 1 h / -30 °C
6.1: LiAlH4 / diethyl ether / 0.5 h / Heating
7.1: Ph3P; imidazole; I2 / CH2Cl2 / 0.5 h / 23 °C
8.1: 1.10 g / dimethylformamide / 24 h / 23 °C
With
1H-imidazole; potassium osmate(VI); copper(l) iodide; lithium aluminium tetrahydride; methanesulfonamide; iodine; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III); lithium diisopropyl amide;
chiral monocinchona derivative C70H63N5O3; potassium carbonate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol016543a
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: p-TsOH / 0.5 h / 23 °C
2.1: K2CO3 / methanol / 1 h / 23 °C
3.1: MeSO2Cl; Et3N / CH2Cl2 / 1.5 h / -42 - 0 °C
3.2: LiBr / tetrahydrofuran / 1 h / 0 °C
4.1: LDA; CuI / tetrahydrofuran / -110 - -30 °C
4.2: 92 percent / tetrahydrofuran / 1 h / -30 °C
5.1: LiAlH4 / diethyl ether / 0.5 h / Heating
6.1: Ph3P; imidazole; I2 / CH2Cl2 / 0.5 h / 23 °C
7.1: 1.10 g / dimethylformamide / 24 h / 23 °C
With
1H-imidazole; copper(l) iodide; lithium aluminium tetrahydride; iodine; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol016543a
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: K2CO3 / methanol / 1 h / 23 °C
2.1: MeSO2Cl; Et3N / CH2Cl2 / 1.5 h / -42 - 0 °C
2.2: LiBr / tetrahydrofuran / 1 h / 0 °C
3.1: LDA; CuI / tetrahydrofuran / -110 - -30 °C
3.2: 92 percent / tetrahydrofuran / 1 h / -30 °C
4.1: LiAlH4 / diethyl ether / 0.5 h / Heating
5.1: Ph3P; imidazole; I2 / CH2Cl2 / 0.5 h / 23 °C
6.1: 1.10 g / dimethylformamide / 24 h / 23 °C
With
1H-imidazole; copper(l) iodide; lithium aluminium tetrahydride; iodine; potassium carbonate; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol016543a
