Technology Process of (4S,5R)-4,5-dibenzyloxy-4,6-dimethylhept-6-en-3-one
There total 10 articles about (4S,5R)-4,5-dibenzyloxy-4,6-dimethylhept-6-en-3-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 - 23 ℃;
DOI:10.1021/ja034865z
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: NaH / dimethylformamide / 0.5 h / 0 °C
1.2: 96 percent / n-Bu4NI / hexane; dimethylformamide / 12 h / 0 - 23 °C
2.1: 85 percent / cumene hydroperoxide; KH; NMP / n-Bu4NF / tetrahydrofuran / 40 h / 23 °C
3.1: 98 percent / H2 / Pd/C / ethanol / 24 h / 760 Torr
4.1: 96 percent / imidazole / dimethylformamide / 12 h / 23 °C
5.1: NaH / dimethylformamide / 0.5 h / 0 °C
5.2: 96 percent / n-Bu4NI / dimethylformamide / 12 h / 0 - 23 °C
6.1: 97 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C
7.1: 65 percent / Ph3P; imidazole; I2 / benzene / 0.5 h / Heating
8.1: 95 percent / Zn; AcOH / diethyl ether; methanol / 12 h / 23 °C
9.1: 96 percent / oxylal chloride; DMSO; NEt3 / CH2Cl2 / -78 - 23 °C
With
1H-imidazole; 1-methyl-pyrrolidin-2-one; oxalyl dichloride; Cumene hydroperoxide; tetrabutyl ammonium fluoride; hydrogen; iodine; potassium hydride; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc;
palladium on activated charcoal; tetrabutyl ammonium fluoride;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
9.1: Swern oxidation;
DOI:10.1021/ja034865z
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 98 percent / H2 / Pd/C / ethanol / 24 h / 760 Torr
2.1: 96 percent / imidazole / dimethylformamide / 12 h / 23 °C
3.1: NaH / dimethylformamide / 0.5 h / 0 °C
3.2: 96 percent / n-Bu4NI / dimethylformamide / 12 h / 0 - 23 °C
4.1: 97 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C
5.1: 65 percent / Ph3P; imidazole; I2 / benzene / 0.5 h / Heating
6.1: 95 percent / Zn; AcOH / diethyl ether; methanol / 12 h / 23 °C
7.1: 96 percent / oxylal chloride; DMSO; NEt3 / CH2Cl2 / -78 - 23 °C
With
1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
7.1: Swern oxidation;
DOI:10.1021/ja034865z
