Technology Process of (2S,3S,4R)-1-tert-butyl 5-ethyl 3,4-dihydroxy-2-(9-phenyl-9H-fluoren-9-ylamino)pentanedioate
There total 7 articles about (2S,3S,4R)-1-tert-butyl 5-ethyl 3,4-dihydroxy-2-(9-phenyl-9H-fluoren-9-ylamino)pentanedioate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate; potassium hexacyanoferrate(III);
In
water; tert-butyl alcohol;
at 0 ℃;
for 3.5h;
optical yield given as %de;
diastereoselective reaction;
DOI:10.1021/jo102272h
- Guidance literature:
-
Multi-step reaction with 5 steps
1: Br(1-)*C37H39N2O(1+); potassium hydroxide / dichloromethane; water / 1 h / -20 °C / Michael addition
2: hydrogenchloride; water / tetrahydrofuran / 0.3 h / 25 °C
3: potassium phosphate; lead acetate / acetonitrile / 5 h / 25 °C
4: sodium periodate; sodium hydrogencarbonate / methanol; water / 2 h / 25 °C
5: potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 3.5 h / 0 °C
With
hydrogenchloride; potassium osmate(VI) dihydrate; potassium phosphate; sodium periodate; methanesulfonamide; Br(1-)*C37H39N2O(1+); water; lead acetate; sodium hydrogencarbonate; potassium carbonate; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate; potassium hydroxide; potassium hexacyanoferrate(III);
In
tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo102272h
- Guidance literature:
-
Multi-step reaction with 6 steps
1: zinc(II) chloride / dichloromethane / 3 °C
2: Br(1-)*C37H39N2O(1+); potassium hydroxide / dichloromethane; water / 1 h / -20 °C / Michael addition
3: hydrogenchloride; water / tetrahydrofuran / 0.3 h / 25 °C
4: potassium phosphate; lead acetate / acetonitrile / 5 h / 25 °C
5: sodium periodate; sodium hydrogencarbonate / methanol; water / 2 h / 25 °C
6: potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 3.5 h / 0 °C
With
hydrogenchloride; potassium osmate(VI) dihydrate; potassium phosphate; sodium periodate; methanesulfonamide; Br(1-)*C37H39N2O(1+); water; lead acetate; sodium hydrogencarbonate; potassium carbonate; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate; potassium hydroxide; zinc(II) chloride; potassium hexacyanoferrate(III);
In
tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo102272h