Technology Process of (R)-2-Benzyloxy-1-{(2R,3S)-3-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-oxiranyl}-ethanol
There total 9 articles about (R)-2-Benzyloxy-1-{(2R,3S)-3-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-oxiranyl}-ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: imidazole / dimethylformamide / 0 °C
2: H2 / 10 percent Pd-C / methanol / Ambient temperature
3: TEA, DCM / 0 °C
4: LiBr, NaHCO3 / tetrahydrofuran / Ambient temperature
5: 60 percent / 1.) LiNH2 / liquid ammonia / -33 °C / 1.) 2 h, 2.) 16 h
6: 95 percent / H2, quinoline / Lindlar's catalyst / methanol
7: (-)-DIPT, TBHP, Ti(O-i-Pr)4, 3 Angstroem molecular sieves, DCM
With
1H-imidazole; quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium amide; 3 A molecular sieve; TEA; hydrogen; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; lithium bromide;
palladium on activated charcoal; Lindlar's catalyst;
In
tetrahydrofuran; methanol; ammonia; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)61612-X
- Guidance literature:
-
Multi-step reaction with 8 steps
1: NaBH4 / methanol / 0 °C
2: imidazole / dimethylformamide / 0 °C
3: H2 / 10 percent Pd-C / methanol / Ambient temperature
4: TEA, DCM / 0 °C
5: LiBr, NaHCO3 / tetrahydrofuran / Ambient temperature
6: 60 percent / 1.) LiNH2 / liquid ammonia / -33 °C / 1.) 2 h, 2.) 16 h
7: 95 percent / H2, quinoline / Lindlar's catalyst / methanol
8: (-)-DIPT, TBHP, Ti(O-i-Pr)4, 3 Angstroem molecular sieves, DCM
With
1H-imidazole; quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium amide; 3 A molecular sieve; TEA; hydrogen; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; lithium bromide;
palladium on activated charcoal; Lindlar's catalyst;
In
tetrahydrofuran; methanol; ammonia; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)61612-X
- Guidance literature:
-
Multi-step reaction with 9 steps
1: NaIO4 / tetrahydrofuran; H2O / 0 °C
2: NaBH4 / methanol / 0 °C
3: imidazole / dimethylformamide / 0 °C
4: H2 / 10 percent Pd-C / methanol / Ambient temperature
5: TEA, DCM / 0 °C
6: LiBr, NaHCO3 / tetrahydrofuran / Ambient temperature
7: 60 percent / 1.) LiNH2 / liquid ammonia / -33 °C / 1.) 2 h, 2.) 16 h
8: 95 percent / H2, quinoline / Lindlar's catalyst / methanol
9: (-)-DIPT, TBHP, Ti(O-i-Pr)4, 3 Angstroem molecular sieves, DCM
With
1H-imidazole; quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; sodium periodate; lithium amide; 3 A molecular sieve; TEA; hydrogen; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; lithium bromide;
palladium on activated charcoal; Lindlar's catalyst;
In
tetrahydrofuran; methanol; ammonia; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)61612-X
