Technology Process of (1R,2R,3R,4S,5S)-3-(benzyloxy)-4-(tert-butoxycarbonylamino)cyclohexane-1,2,5-triyl triacetate
There total 13 articles about (1R,2R,3R,4S,5S)-3-(benzyloxy)-4-(tert-butoxycarbonylamino)cyclohexane-1,2,5-triyl triacetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: pyridine; chromium(VI) oxide; acetic anhydride / dichloromethane / 0.33 h / 0 °C
2.1: iodine; magnesium / tetrahydrofuran / 0.25 h / 0 - 20 °C
2.2: 2 h / -78 °C
2.3: 0 - 20 °C
3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 °C
4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 20 °C
5.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
With
pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; chromium(VI) oxide; dmap; osmium(VIII) oxide; iodine; acetic anhydride; magnesium; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol;
2.1: Grignard reaction / 2.2: Grignard reaction;
DOI:10.1002/ejoc.201001171
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium azide / N,N-dimethyl-formamide / 6 h / 120 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C
3.1: sodium hydrogencarbonate / ethyl acetate / 4 h / 0 °C
4.1: perchloric acid / methanol / 4 h / 20 °C
5.1: pyridine; chromium(VI) oxide; acetic anhydride / dichloromethane / 0.33 h / 0 °C
6.1: iodine; magnesium / tetrahydrofuran / 0.25 h / 0 - 20 °C
6.2: 2 h / -78 °C
6.3: 0 - 20 °C
7.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 °C
8.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 20 °C
9.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
With
pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; chromium(VI) oxide; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; perchloric acid; iodine; acetic anhydride; sodium hydrogencarbonate; magnesium; 4-methylmorpholine N-oxide; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
6.1: Grignard reaction / 6.2: Grignard reaction;
DOI:10.1002/ejoc.201001171