Technology Process of (S)-8-ethyl-4,7-dioxo-2-(phenylcarbamoyl)-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-8-yl acetate
There total 11 articles about (S)-8-ethyl-4,7-dioxo-2-(phenylcarbamoyl)-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-8-yl acetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine; dmap;
In
dichloromethane;
at 20 ℃;
for 2h;
Inert atmosphere;
DOI:10.1002/asia.201000073
- Guidance literature:
-
Multi-step reaction with 8 steps
1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine / 5 h / 90 °C / 6965.99 Torr / Inert atmosphere
2: lithium hydroxide monohydrate; water / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 °C / Inert atmosphere
4: sodium hydrogencarbonate / dichloromethane / 2 h / Inert atmosphere
5: potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 0 - 20 °C / Inert atmosphere
6: iodine; calcium carbonate / methanol; water / 15 h / 40 °C / Inert atmosphere
7: chloro-trimethyl-silane; water; sodium iodide / acetonitrile / 65 °C / Inert atmosphere; Darkness
8: pyridine; dmap / dichloromethane / 2 h / 20 °C / Inert atmosphere
With
pyridine; dmap; potassium osmate(VI) dihydrate; chloro-trimethyl-silane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; oxalyl dichloride; lithium hydroxide monohydrate; methanesulfonamide; water; iodine; sodium hydrogencarbonate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; calcium carbonate; sodium iodide; potassium hexacyanoferrate(III);
In
tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
5: Sharpless dihydroxylation;
DOI:10.1002/asia.201000073
- Guidance literature:
-
Multi-step reaction with 7 steps
1: lithium hydroxide monohydrate; water / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 °C / Inert atmosphere
3: sodium hydrogencarbonate / dichloromethane / 2 h / Inert atmosphere
4: potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 0 - 20 °C / Inert atmosphere
5: iodine; calcium carbonate / methanol; water / 15 h / 40 °C / Inert atmosphere
6: chloro-trimethyl-silane; water; sodium iodide / acetonitrile / 65 °C / Inert atmosphere; Darkness
7: pyridine; dmap / dichloromethane / 2 h / 20 °C / Inert atmosphere
With
pyridine; dmap; potassium osmate(VI) dihydrate; chloro-trimethyl-silane; oxalyl dichloride; lithium hydroxide monohydrate; methanesulfonamide; water; iodine; sodium hydrogencarbonate; potassium carbonate; N,N-dimethyl-formamide; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; calcium carbonate; sodium iodide; potassium hexacyanoferrate(III);
In
tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
4: Sharpless dihydroxylation;
DOI:10.1002/asia.201000073