Technology Process of (1R,2R,3R,4S,5R)-5-(acetoxy)-3-(benzyloxy)-4-(tert-butoxycarbonylamino)cyclohexane-1,2-diol
There total 12 articles about (1R,2R,3R,4S,5R)-5-(acetoxy)-3-(benzyloxy)-4-(tert-butoxycarbonylamino)cyclohexane-1,2-diol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
osmium(VIII) oxide; 4-methylmorpholine N-oxide;
In
water; acetone; tert-butyl alcohol;
at 20 ℃;
diastereoselective reaction;
DOI:10.1002/ejoc.201001171
- Guidance literature:
-
Multi-step reaction with 4 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
With
pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; chromium(VI) oxide; osmium(VIII) oxide; iodine; acetic anhydride; magnesium; 4-methylmorpholine N-oxide;
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 8 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
With
pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; chromium(VI) oxide; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; perchloric acid; iodine; acetic anhydride; sodium hydrogencarbonate; magnesium; 4-methylmorpholine N-oxide;
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
