Technology Process of (1R,3S,4R)-3-(3-Hydroxy-propyl)-4-(toluene-4-sulfonyloxy)-cyclohexanecarboxylic acid methyl ester
There total 7 articles about (1R,3S,4R)-3-(3-Hydroxy-propyl)-4-(toluene-4-sulfonyloxy)-cyclohexanecarboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 91.1 percent / diethyl ether / 25 °C
2: Celite, pyridinium chlorochromate (PCC) / CH2Cl2 / 3 h / 25 °C
3: p-toluenesulfonic aicd monohydrate, 2,2-dimethoxypropane / benzene / Heating
4: 257 mg / NaBH4 / methanol / 0.25 h / 0 °C
5: 64 percent / pyridine / 120 h / 25 °C
6: 1.) diborane, 2.) 20percent aq. NaOH, 30percent aq. H2O2 / 1.) THF, 0 deg C, 1 h, 2.) THF
With
pyridine; sodium hydroxide; sodium tetrahydroborate; Celite; dihydrogen peroxide; toluene-4-sulfonic acid; 2,2-dimethoxy-propane; pyridinium chlorochromate; diborane;
In
methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo00362a012
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 97 percent / H2 / 5percent Rh/Al2O3 / methanol / 24 h / 25 °C / 2585.7 Torr
2: 91.1 percent / diethyl ether / 25 °C
3: Celite, pyridinium chlorochromate (PCC) / CH2Cl2 / 3 h / 25 °C
4: p-toluenesulfonic aicd monohydrate, 2,2-dimethoxypropane / benzene / Heating
5: 257 mg / NaBH4 / methanol / 0.25 h / 0 °C
6: 64 percent / pyridine / 120 h / 25 °C
7: 1.) diborane, 2.) 20percent aq. NaOH, 30percent aq. H2O2 / 1.) THF, 0 deg C, 1 h, 2.) THF
With
pyridine; sodium hydroxide; sodium tetrahydroborate; Celite; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid; 2,2-dimethoxy-propane; pyridinium chlorochromate; diborane;
Rh/Al2O3;
In
methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo00362a012
- Guidance literature:
-
Multi-step reaction with 4 steps
1: p-toluenesulfonic aicd monohydrate, 2,2-dimethoxypropane / benzene / Heating
2: 257 mg / NaBH4 / methanol / 0.25 h / 0 °C
3: 64 percent / pyridine / 120 h / 25 °C
4: 1.) diborane, 2.) 20percent aq. NaOH, 30percent aq. H2O2 / 1.) THF, 0 deg C, 1 h, 2.) THF
With
pyridine; sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; toluene-4-sulfonic acid; 2,2-dimethoxy-propane; diborane;
In
methanol; benzene;
DOI:10.1021/jo00362a012