Technology Process of (S)-2-(2-Hydroxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide
There total 6 articles about (S)-2-(2-Hydroxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) LDA; 2.) H2; 3.) NaOH / 1.) THF, -48 deg C to rt., 3.5 h; 2.) Pd/C, EtOH, rt., 8 h; 3.) H2O-DMSO, reflux, 12 h
2: SOCl2 / dimethylformamide; 1,2-dichloro-ethane / 1 h / Heating
3: pyridine; CH2Cl2 / 1.5 h / 0 - 20 °C
4: 86 percent / phosphorus pentachloride / CH2Cl2 / 0.5 h / 0 - 20 °C
5: boron tribromide / CH2Cl2 / -78 deg C, 0.5 h, then rt., 4 h
6: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et3N / CH2Cl2 / 12 h / Ambient temperature
With
sodium hydroxide; thionyl chloride; phosphorus pentachloride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; boron tribromide; triethylamine; lithium diisopropyl amide;
In
pyridine; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)00518-8
- Guidance literature:
-
Multi-step reaction with 5 steps
1: SOCl2 / dimethylformamide; 1,2-dichloro-ethane / 1 h / Heating
2: pyridine; CH2Cl2 / 1.5 h / 0 - 20 °C
3: 86 percent / phosphorus pentachloride / CH2Cl2 / 0.5 h / 0 - 20 °C
4: boron tribromide / CH2Cl2 / -78 deg C, 0.5 h, then rt., 4 h
5: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et3N / CH2Cl2 / 12 h / Ambient temperature
With
thionyl chloride; phosphorus pentachloride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; boron tribromide; triethylamine;
In
pyridine; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)00518-8
- Guidance literature:
-
Multi-step reaction with 4 steps
1: pyridine; CH2Cl2 / 1.5 h / 0 - 20 °C
2: 86 percent / phosphorus pentachloride / CH2Cl2 / 0.5 h / 0 - 20 °C
3: boron tribromide / CH2Cl2 / -78 deg C, 0.5 h, then rt., 4 h
4: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et3N / CH2Cl2 / 12 h / Ambient temperature
With
phosphorus pentachloride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; boron tribromide; triethylamine;
In
pyridine; dichloromethane;
DOI:10.1016/S0040-4039(98)00518-8
