Technology Process of 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-3-hydroxy-2-phenyl-,
1,1-dimethylethyl ester, (2S,3S)-
There total 9 articles about 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-3-hydroxy-2-phenyl-,
1,1-dimethylethyl ester, (2S,3S)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: DMSO; (COCl)2; iPr2NEt / CH2Cl2
2: tetrahydrofuran / 2 h / 20 °C
3: 90 percent / imidazole / CH2Cl2 / 24 h / 0 - 20 °C
4: 90 percent / NaH / dimethylformamide / 24 h / 0 - 20 °C
5: 85 percent / TBAF; AcOH / tetrahydrofuran / 24 h / 0 - 20 °C
6: 82 percent / Grubbs' catalyst / CH2Cl2 / 6 h / 20 °C
With
1H-imidazole; Grubbs catalyst first generation; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1: Swern oxidation;
DOI:10.1016/S0040-4039(02)02772-7
- Guidance literature:
-
Multi-step reaction with 9 steps
1: AcCl
2: Et3N / tetrahydrofuran / 8 h / 0 - 20 °C
3: 87 percent / LiCl; NaBH4; EtOH / tetrahydrofuran / 12 h / 0 - 20 °C
4: DMSO; (COCl)2; iPr2NEt / CH2Cl2
5: tetrahydrofuran / 2 h / 20 °C
6: 90 percent / imidazole / CH2Cl2 / 24 h / 0 - 20 °C
7: 90 percent / NaH / dimethylformamide / 24 h / 0 - 20 °C
8: 85 percent / TBAF; AcOH / tetrahydrofuran / 24 h / 0 - 20 °C
9: 82 percent / Grubbs' catalyst / CH2Cl2 / 6 h / 20 °C
With
1H-imidazole; sodium tetrahydroborate; Grubbs catalyst first generation; oxalyl dichloride; ethanol; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; lithium chloride;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
4: Swern oxidation;
DOI:10.1016/S0040-4039(02)02772-7