Technology Process of (1R)-4-diphenylphosphatoxy-4-(1'-nitro-4',4'-diphenylcyclohexyl)butan-1-ol
There total 9 articles about (1R)-4-diphenylphosphatoxy-4-(1'-nitro-4',4'-diphenylcyclohexyl)butan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 28 percent / trichloroisocyanuric acid; NaHCO3 / H2O; ethyl acetate / 24 h / 20 °C
2: 48 percent / NaBH4 / Pd/C / ethanol / 1 h / 20 °C
3: 50 percent / NaOH; cetyl ammonium bromide / tetrahydrofuran; H2O / 12 h / 20 °C
4: 62 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 1.33 h / cooling
5: 87 percent / (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol; borane dimethyl sulfide complex / tetrahydrofuran / 0.83 h / Heating
6: DMAP / CH2Cl2 / 20 °C
7: HF / acetonitrile; H2O / 0.08 h / 20 °C
With
dmap; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; trichloroisocyanuric acid; hydrogen fluoride; cetyl ammonium bromide; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; acetonitrile;
3: Henry reaction / 4: Swern oxidation;
DOI:10.1016/j.tet.2006.03.063
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 97 percent / hydroxylamine hydrochloride; sodium acetate / ethanol; H2O / 2 h / 20 °C
2: 28 percent / trichloroisocyanuric acid; NaHCO3 / H2O; ethyl acetate / 24 h / 20 °C
3: 48 percent / NaBH4 / Pd/C / ethanol / 1 h / 20 °C
4: 50 percent / NaOH; cetyl ammonium bromide / tetrahydrofuran; H2O / 12 h / 20 °C
5: 62 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 1.33 h / cooling
6: 87 percent / (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol; borane dimethyl sulfide complex / tetrahydrofuran / 0.83 h / Heating
7: DMAP / CH2Cl2 / 20 °C
8: HF / acetonitrile; H2O / 0.08 h / 20 °C
With
dmap; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; trichloroisocyanuric acid; hydrogen fluoride; hydroxylamine hydrochloride; sodium acetate; cetyl ammonium bromide; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; acetonitrile;
4: Henry reaction / 5: Swern oxidation;
DOI:10.1016/j.tet.2006.03.063
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 48 percent / NaBH4 / Pd/C / ethanol / 1 h / 20 °C
2: 50 percent / NaOH; cetyl ammonium bromide / tetrahydrofuran; H2O / 12 h / 20 °C
3: 62 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 1.33 h / cooling
4: 87 percent / (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol; borane dimethyl sulfide complex / tetrahydrofuran / 0.83 h / Heating
5: DMAP / CH2Cl2 / 20 °C
6: HF / acetonitrile; H2O / 0.08 h / 20 °C
With
dmap; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; hydrogen fluoride; cetyl ammonium bromide; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
2: Henry reaction / 3: Swern oxidation;
DOI:10.1016/j.tet.2006.03.063