Maltol derivatives are used in a variety...
The invention relates to a preparation m...
The invention discloses a synthesis meth...
The invention belongs to the technical f...
Provided herein are compounds that can i...
3-O-benzylmaltol
3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester
Conditions | Yield |
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With chromium(VI) oxide; periodic acid; In acetonitrile; at 20 ℃; for 1.5h;
|
71% |
Multi-step reaction with 2 steps
1: SeO2 / various solvent(s) / 155 °C
2: NaClO2; NH2SO3H / acetone; H2O
With sodium chlorite; selenium(IV) oxide; aminosulfonic acid; In water; acetone;
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Multi-step reaction with 2 steps
1: SeO2 / various solvent(s) / 12 h / 160 °C
2: NaClO2; aq. H2O2; NaH2PO4 / acetonitrile / 1 h / 20 °C
With sodium chlorite; sodium dihydrogenphosphate; selenium(IV) oxide; dihydrogen peroxide; In acetonitrile;
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Multi-step reaction with 2 steps
1: selenium(IV) oxide / 14 h / 159 °C
2: sodium hypochlorite; aminosulfonic acid / water; acetone / 2 h / 20 °C
With selenium(IV) oxide; sodium hypochlorite; aminosulfonic acid; In water; acetone;
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Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -60 °C / Inert atmosphere
1.2: 2 h / -60 °C / Inert atmosphere
2.1: triethylamine; methanesulfonyl chloride / dichloromethane / 2 h / -30 °C / Inert atmosphere
2.2: 0.33 h / 0 °C
3.1: ruthenium trichloride; sodium periodate / acetonitrile; ethyl acetate; water / 2 h / 15 °C / Inert atmosphere
3.2: 2 h / 20 °C
With ruthenium trichloride; sodium periodate; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;
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Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C
1.2: 1 h / -60 °C
2.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 30 °C
2.2: 0.5 h / 30 °C
3.1: sodium periodate; rhodium(III) chloride hydrate; water / acetonitrile; ethyl acetate / 1 h / 25 °C
3.2: 1 h / 25 °C
With sodium periodate; rhodium(III) chloride hydrate; water; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethyl acetate; acetonitrile;
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Multi-step reaction with 2 steps
1: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark
2: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
With selenium(IV) oxide; sodium chlorite; bromobenzene; aminosulfonic acid; In water; acetone;
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Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C
1.2: 1 h / -60 °C
2.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C
3.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C
3.2: 1.5 h / 25 °C
With sodium periodate; rhodium(III) chloride hydrate; sulfuric acid; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water; acetonitrile;
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Multi-step reaction with 2 steps
1: selenium(IV) oxide
2: aminosulfonic acid; sodium hypochlorite
With selenium(IV) oxide; sodium hypochlorite; aminosulfonic acid;
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Multi-step reaction with 4 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C
1.2: 1 h / -60 °C
1.3: 2 °C
2.1: triethylamine / tetrahydrofuran / 30 °C
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C
4.1: sodium periodate / rhodium(III) chloride hydrate / water; ethyl acetate; acetonitrile / 1 h / 25 °C
4.2: 1 h / 25 °C
With sodium periodate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; rhodium(III) chloride hydrate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water; ethyl acetate; acetonitrile;
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Multi-step reaction with 2 steps
1: selenium(IV) oxide / bromobenzene / 16 h / 160 °C
2: sodium chlorite; aminosulfonic acid / water; acetone / 3 h
With selenium(IV) oxide; sodium chlorite; aminosulfonic acid; In bromobenzene; water; acetone;
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Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane
1.2: -65 °C
2.1: methanesulfonyl chloride
3.1: ruthenium trichloride; sodium periodate
With ruthenium trichloride; sodium periodate; methanesulfonyl chloride; lithium hexamethyldisilazane;
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Multi-step reaction with 2 steps
1: selenium(IV) oxide; bromobenzene / 13 h / 140 °C
2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale
With selenium(IV) oxide; sodium hypochlorite; bromobenzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; In water; ethyl acetate; acetonitrile;
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Multi-step reaction with 4 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -65 °C / Large scale
1.2: 2 h / 65 °C / Large scale
2.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 1 h / 20 °C / Large scale
2.2: 1 h / Large scale
3.1: ruthenium trichloride; sodium periodate; sulfuric acid / acetonitrile; water / 20 °C / Large scale
4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale
With ruthenium trichloride; sodium hypochlorite; sodium periodate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sulfuric acid; sodium hydrogencarbonate; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; water; ethyl acetate; acetonitrile;
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Multi-step reaction with 3 steps
1: pyrrolidine / N,N-dimethyl-formamide / 5 h / 120 °C
2: sodium periodate / tetrahydrofuran; water / 4 h / 0 - 20 °C
3: aminosulfonic acid; sodium chlorite / tetrahydrofuran; water / 4 h / 20 °C
With pyrrolidine; sodium chlorite; sodium periodate; aminosulfonic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;
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Multi-step reaction with 2 steps
1: selenium(IV) oxide / 24 h / 160 °C
2: sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol; water / 16 h / 0 - 20 °C
With selenium(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; In water; tert-butyl alcohol;
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Multi-step reaction with 3 steps
1: betaine / dimethyl sulfoxide / 8 h / 100 °C / Inert atmosphere
2: sodium periodate / water; acetone / 5.27 h / 20 °C / Inert atmosphere; Cooling with ice
3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / water; acetonitrile / 2.63 h / 20 °C / Inert atmosphere; Cooling with ice
With sodium hypochlorite; sodium periodate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; betaine; sodium hydrogencarbonate; In water; dimethyl sulfoxide; acetone; acetonitrile;
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Multi-step reaction with 3 steps
1: cytochrome P450 monooxygenase
2: cytochrome P450 monooxygenase
3: Pseudomonas nitroreducens SB32154 BMAL-CHO dehydrogenase; recombinant E. coli / 20 h / 28 °C
With cytochrome P450 monooxygenase; Pseudomonas nitroreducens SB32154 BMAL-CHO dehydrogenase; recombinant E. coli;
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Multi-step reaction with 2 steps
1: bromobenzene; selenium(IV) oxide / 6 h / 140 °C
2: aminosulfonic acid; sodium chlorite / water; acetone / 4 h / 0 - 20 °C
With selenium(IV) oxide; sodium chlorite; bromobenzene; aminosulfonic acid; In water; acetone;
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Multi-step reaction with 2 steps
1: selenium(IV) oxide
2: aminosulfonic acid; sodium chlorite / water; acetone / 20 °C / Cooling with ice
With selenium(IV) oxide; sodium chlorite; aminosulfonic acid; In water; acetone;
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Multi-step reaction with 2 steps
1: acetic anhydride; zinc(II) chloride / Reflux
2: sodium periodate / ethyl acetate; water / 20 °C
With sodium periodate; acetic anhydride; zinc(II) chloride; In water; ethyl acetate;
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C16H17NO3
3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester
Conditions | Yield |
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With sodium periodate; In water;
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83.5% |
C16H17NO3; With sodium periodate; water; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;
With sodium chlorite; aminosulfonic acid; water; In N,N-dimethyl-formamide; acetone; at 25 ℃; for 1h;
|
82% |
Multi-step reaction with 2 steps
1: sodium periodate / water; acetone / 5.27 h / 20 °C / Inert atmosphere; Cooling with ice
2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / water; acetonitrile / 2.63 h / 20 °C / Inert atmosphere; Cooling with ice
With sodium hypochlorite; sodium periodate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; In water; acetone; acetonitrile;
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2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one
3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde
Maltol
3-O-benzylmaltol
3-benzyloxy-5-bromo-4-oxo-4H-pyrane-2-carboxylic acid methyl ester
3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester
3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid 4-fluorobenzylamide
1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid