Technology Process of (2S,3S)-3-acetoxy-2-allyl-2-(3-oxobutyl)cyclohexanone
There total 12 articles about (2S,3S)-3-acetoxy-2-allyl-2-(3-oxobutyl)cyclohexanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; triethylamine;
In
dichloromethane;
at 20 ℃;
for 144h;
DOI:10.1248/cpb.53.207
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 100 percent / imidazole / dimethylformamide / 12 h / 20 °C
2.1: Li; liq. NH3 / tetrahydrofuran / 0.83 h / -78 °C
2.2: 36 percent / tetrahydrofuran / 1.83 h / -78 - -33 °C
3.1: 100 percent / HF; pyridine / tetrahydrofuran / 0.5 h / 20 °C
4.1: 88 percent / PPh3; imidazole; I2 / CH2Cl2 / 17 h / 20 °C
5.1: DBU / dimethylformamide / 9.5 h / 100 °C
6.1: 130 mg / aq. HCl / dimethylformamide / 3 h / 20 °C / pH 4
7.1: 79 percent / Et3N; DMAP / CH2Cl2 / 144 h / 20 °C
With
pyridine; 1H-imidazole; hydrogenchloride; dmap; hydrogen fluoride; ammonia; iodine; lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
2.1: Birch reaction;
DOI:10.1248/cpb.53.207
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 79 percent / TfOH / 1,2-dichloro-ethane / 3 h / Heating
2.1: 100 percent / imidazole / dimethylformamide / 12 h / 20 °C
3.1: Li; liq. NH3 / tetrahydrofuran / 0.83 h / -78 °C
3.2: 36 percent / tetrahydrofuran / 1.83 h / -78 - -33 °C
4.1: 100 percent / HF; pyridine / tetrahydrofuran / 0.5 h / 20 °C
5.1: 88 percent / PPh3; imidazole; I2 / CH2Cl2 / 17 h / 20 °C
6.1: DBU / dimethylformamide / 9.5 h / 100 °C
7.1: 130 mg / aq. HCl / dimethylformamide / 3 h / 20 °C / pH 4
8.1: 79 percent / Et3N; DMAP / CH2Cl2 / 144 h / 20 °C
With
pyridine; 1H-imidazole; hydrogenchloride; dmap; trifluorormethanesulfonic acid; hydrogen fluoride; ammonia; iodine; lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
3.1: Birch reaction;
DOI:10.1248/cpb.53.207
