Technology Process of methyl (2R,4R)-4-<(benzyloxycarbonyl)amino>-2-hydroxy-5-methylhexanoate
There total 14 articles about methyl (2R,4R)-4-<(benzyloxycarbonyl)amino>-2-hydroxy-5-methylhexanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4R)-4-benzyloxycarbonylamino-5-methylhexanoic acid methyl ester;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
With
N-(benzenesulfonyl)-3-phenyloxaziridine;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
DOI:10.1021/ol048252i
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: NaBr; TEMPO; NaOCl / H2O; toluene; ethyl acetate / 4 h / 0 °C
2.1: 3.9 g / CH2Cl2 / 14 h / 0 - 20 °C
3.1: 80 percent / rac-BINAP; t-BuONa; CuCl / polymethylhydrosiloxane / toluene / 72 h / 20 °C
4.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C
4.2: 66 percent / (+/-)-trans-2-(phenylsulfonyl)-3-phenyloxaziridine / tetrahydrofuran / 1 h / -78 °C
With
2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hexamethyldisilazane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium bromide; copper(l) chloride; sodium t-butanolate;
polymethylhydrosiloxane;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene;
2.1: Wiitig olefination;
DOI:10.1021/ol048252i
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 3.9 g / CH2Cl2 / 14 h / 0 - 20 °C
2.1: 80 percent / rac-BINAP; t-BuONa; CuCl / polymethylhydrosiloxane / toluene / 72 h / 20 °C
3.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C
3.2: 66 percent / (+/-)-trans-2-(phenylsulfonyl)-3-phenyloxaziridine / tetrahydrofuran / 1 h / -78 °C
With
sodium hexamethyldisilazane; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; copper(l) chloride; sodium t-butanolate;
polymethylhydrosiloxane;
In
tetrahydrofuran; dichloromethane; toluene;
1.1: Wiitig olefination;
DOI:10.1021/ol048252i