Technology Process of (2R,4S,6S)-2-Acetoxymethyl-6-hydroxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester
There total 7 articles about (2R,4S,6S)-2-Acetoxymethyl-6-hydroxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydroxide; potassium dihydrogenphosphate;
In
water; acetonitrile;
for 102h;
Ambient temperature;
pH 7.0, Aspergillus niger lipase presence, other biologically active materials: pig liver esterase, wheat germ lipase;
DOI:10.1021/jo9519569
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 2,2-dimethoxypropane, HCl / 1.) reflux, 4 h, 2.) room temperature, overnight
2: 7.347 g / hydrogen / rhodium on alumina / H2O / 15 h / 775.7 Torr / Ambient temperature
3: 90 percent / NaHCO3 / CH2Cl2; H2O / 4 h / Ambient temperature
4: 94 percent / diisopropylethylamine / CH2Cl2 / 15 h
5: 93 percent / LiBH4 / tetrahydrofuran / 5 h
6: 93 percent / pyridine, 4-dimethylaminopyridine / 0.5 h / Heating
7: 76 percent / potassium dihydrogen phosphate, sodium hydroxide / acetonitrile; H2O / 102 h / Ambient temperature; pH 7.0, Aspergillus niger lipase presence, other biologically active materials: pig liver esterase, wheat germ lipase
With
pyridine; hydrogenchloride; dmap; sodium hydroxide; potassium dihydrogenphosphate; lithium borohydride; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 2,2-dimethoxy-propane;
Rh/Al2O3;
In
tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo9519569
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 7.347 g / hydrogen / rhodium on alumina / H2O / 15 h / 775.7 Torr / Ambient temperature
2: 90 percent / NaHCO3 / CH2Cl2; H2O / 4 h / Ambient temperature
3: 94 percent / diisopropylethylamine / CH2Cl2 / 15 h
4: 93 percent / LiBH4 / tetrahydrofuran / 5 h
5: 93 percent / pyridine, 4-dimethylaminopyridine / 0.5 h / Heating
6: 76 percent / potassium dihydrogen phosphate, sodium hydroxide / acetonitrile; H2O / 102 h / Ambient temperature; pH 7.0, Aspergillus niger lipase presence, other biologically active materials: pig liver esterase, wheat germ lipase
With
pyridine; dmap; sodium hydroxide; potassium dihydrogenphosphate; lithium borohydride; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine;
Rh/Al2O3;
In
tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo9519569
