Technology Process of Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester
There total 9 articles about Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron tribromide;
In
dichloromethane;
at -30 ℃;
DOI:10.1055/s-1997-1550
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 91 percent / H2 / Lindlar cat. / toluene / Ambient temperature
2: 88 percent / p-TsOH / toluene / Heating
3: 88 percent / 30percent hydrogen peroxide, 6 N sodium hydroxide / methanol / 0 °C
4: 83 percent / diphenyl diselenide, sodium borohydride, AcOH / ethanol
5: 95 percent / imidazole / dimethylformamide / Ambient temperature
6: 83 percent / lithium borohydride / tetrahydrofuran / 0 - 20 °C
7: 90 percent / tributylphosphine / pyridine / Ambient temperature
8: 96 percent / Et3N, DMAP / CH2Cl2 / Ambient temperature
9: 71 percent / boron tribromide / CH2Cl2 / -30 °C
With
1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; lithium borohydride; tributylphosphine; diphenyl diselenide; hydrogen; dihydrogen peroxide; boron tribromide; toluene-4-sulfonic acid; acetic acid; triethylamine;
Lindlar catalyst;
In
tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-1997-1550
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 88 percent / 30percent hydrogen peroxide, 6 N sodium hydroxide / methanol / 0 °C
2: 83 percent / diphenyl diselenide, sodium borohydride, AcOH / ethanol
3: 95 percent / imidazole / dimethylformamide / Ambient temperature
4: 83 percent / lithium borohydride / tetrahydrofuran / 0 - 20 °C
5: 90 percent / tributylphosphine / pyridine / Ambient temperature
6: 96 percent / Et3N, DMAP / CH2Cl2 / Ambient temperature
7: 71 percent / boron tribromide / CH2Cl2 / -30 °C
With
1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; lithium borohydride; tributylphosphine; diphenyl diselenide; dihydrogen peroxide; boron tribromide; acetic acid; triethylamine;
In
tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1997-1550