Technology Process of (1R)-(1C,2,4,5/1O,3)-1,2,3,4,5-pentabenzyloxy-1-(benzyloxymethyl)cyclohexane
There total 13 articles about (1R)-(1C,2,4,5/1O,3)-1,2,3,4,5-pentabenzyloxy-1-(benzyloxymethyl)cyclohexane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 94 percent / pyridinium tosylate / CH2Cl2 / 15 h / 20 °C
2: 87 percent / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) --> 20 deg C
3: 1.) potassium hydride / 1.) tetrahydrofuran, N,N-dimethylformamide, 20 deg C, 2.) 1 h
4: aq. sodium metaperiodate, osmium tetraoxide / diethyl ether / 12 h / 20 °C
5: sodium borohydride / diethyl ether; methanol / 0.5 h / 0 °C
6: 91 percent / p-toluenesulphonic acid / methanol; CH2Cl2 / 5 h / 20 °C
7: 1.) potassium hydride / 1.) tetrahydrofuran, N,N-dimethylformamide, 2.) 20 deg C, 2 h
With
sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; pyridinium p-toluenesulfonate; potassium hydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/0008-6215(90)80147-U
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 94 percent / pyridinium tosylate / CH2Cl2 / 15 h / 20 °C
2: 65 percent / tetrahydrofuran; diethyl ether / 1.) -78 deg C, 3 h, 2.) --> 20 deg C, 16 h
3: 71 percent / p-toluenesulphonic acid / CH2Cl2 / 3 h / Heating
4: 85 percent / N-morpholine N-oxide monohydrate, osmium tetroxide / CH2Cl2 / 4 h / 20 °C
5: 1.) potassium hydride / 1.) tetrahydrofuran, N,N-dimethylformamide, 2.) 20 deg C, 1.5 h
With
osmium(VIII) oxide; N-morpholine N-oxide monohydrate; pyridinium p-toluenesulfonate; potassium hydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0008-6215(90)80147-U
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 85 percent / N-morpholine N-oxide monohydrate, osmium tetroxide / CH2Cl2 / 4 h / 20 °C
2: 1.) potassium hydride / 1.) tetrahydrofuran, N,N-dimethylformamide, 2.) 20 deg C, 1.5 h
With
osmium(VIII) oxide; N-morpholine N-oxide monohydrate; potassium hydride;
In
dichloromethane;
DOI:10.1016/0008-6215(90)80147-U
