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1246616-66-9

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Basic Information
CAS No.: 1246616-66-9
Name: diMethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-
Article Data: 5
Molecular Structure:
Molecular Structure of 1246616-66-9 (diMethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-)
Formula: C16H14O7
Molecular Weight: 318.283
Synonyms: diMethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-;4-Oxo-3-(phenylMethoxy)-4H-pyran-2,5-dicarboxylic acid 2,5-diMethyl ester;Dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate;Dolutegravir Intermediate3;Dolutegravir DL4B
Density: 1.34±0.1 g/cm3(Predicted)
Boiling Point: 534.9±50.0 °C(Predicted)
PSA: 92.04000
LogP: 1.79200
Related products
Synthetic route
553-90-2

Dimethyl oxalate

1246616-65-8

methyl 4-benzyloxy-2-((dimethylamino)methylene)acetoacetate

1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

Conditions
ConditionsYield
With sodium t-butanolate In toluene at 105℃; for 6h;90%
Stage #1: Dimethyl oxalate; methyl 4-benzyloxy-2-((dimethylamino)methylene)acetoacetate With sodium t-butanolate In 1,3-dimethyl-2-imidazolidinone at 20 - 30℃; for 7h; Inert atmosphere;
Stage #2: With hydrogenchloride In 1,3-dimethyl-2-imidazolidinone; water at 20℃; for 15h;		85%
Stage #1: Dimethyl oxalate; methyl 4-benzyloxy-2-((dimethylamino)methylene)acetoacetate With sodium t-butanolate at 25 - 30℃; for 7h; Inert atmosphere;
Stage #2: With hydrogenchloride at 20℃; for 15h;		85%
Stage #1: Dimethyl oxalate With 1,3-dimethyl-2-imidazolidinone; sodium methylate In methanol at 20℃; for 0.5h; Cooling with ice;
Stage #2: methyl 4-benzyloxy-2-((dimethylamino)methylene)acetoacetate With sodium methylate In methanol at 20℃; for 4h;
With sodium t-butanolate In tetrahydrofuran at 0 - 30℃; for 2.16667h; Reagent/catalyst; Inert atmosphere; Cooling with ice;
32807-28-6

Methyl 4-chloroacetoacetate

1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium tert-pentoxide / tetrahydrofuran / 2 h / 20 - 40 °C / Inert atmosphere
1.2: 2 h / 0 - 20 °C / Cooling with ice
2.1: 1,4-dioxane / 6 h / 20 °C
3.1: sodium t-butanolate / 1,3-dimethyl-2-imidazolidinone / 7 h / 20 - 30 °C / Inert atmosphere
3.2: 15 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium tert-pentoxide / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere
1.2: 2 h / 0 - 20 °C
2.1: 1,4-dioxane / 6 h / 20 °C
3.1: sodium t-butanolate / 7 h / 25 - 30 °C / Inert atmosphere
3.2: 15 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: caesium carbonate / toluene / 12 h / 110 °C
2: sodium methylate / toluene / 5 h / 100 °C
3: sodium t-butanolate / toluene / 6 h / 105 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium tert-pentoxide / tetrahydrofuran / 2 h / 15 - 40 °C
1.2: 3 h / 40 °C / Cooling with ice
2.1: 1,3-dimethyl-2-imidazolidinone / 4 h / Cooling with ice
2.2: 1.5 h / 20 °C
3.1: sodium methylate; 1,3-dimethyl-2-imidazolidinone / methanol / 0.5 h / 20 °C / Cooling with ice
3.2: 4 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium t-butanolate / tetrahydrofuran / 1 h / 10 - 20 °C / Cooling with ice
1.2: 20 °C
2.1: 1 h / 50 - 60 °C
3.1: sodium t-butanolate / tetrahydrofuran / 2.17 h / 0 - 30 °C / Inert atmosphere; Cooling with ice
View Scheme
100-51-6

benzyl alcohol

1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium tert-pentoxide / tetrahydrofuran / 2 h / 20 - 40 °C / Inert atmosphere
1.2: 2 h / 0 - 20 °C / Cooling with ice
2.1: 1,4-dioxane / 6 h / 20 °C
3.1: sodium t-butanolate / 1,3-dimethyl-2-imidazolidinone / 7 h / 20 - 30 °C / Inert atmosphere
3.2: 15 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium tert-pentoxide / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere
1.2: 2 h / 0 - 20 °C
2.1: 1,4-dioxane / 6 h / 20 °C
3.1: sodium t-butanolate / 7 h / 25 - 30 °C / Inert atmosphere
3.2: 15 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: caesium carbonate / toluene / 12 h / 110 °C
2: sodium methylate / toluene / 5 h / 100 °C
3: sodium t-butanolate / toluene / 6 h / 105 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium tert-pentoxide / tetrahydrofuran / 2 h / 15 - 40 °C
1.2: 3 h / 40 °C / Cooling with ice
2.1: 1,3-dimethyl-2-imidazolidinone / 4 h / Cooling with ice
2.2: 1.5 h / 20 °C
3.1: sodium methylate; 1,3-dimethyl-2-imidazolidinone / methanol / 0.5 h / 20 °C / Cooling with ice
3.2: 4 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium t-butanolate / tetrahydrofuran / 1 h / 10 - 20 °C / Cooling with ice
1.2: 20 °C
2.1: 1 h / 50 - 60 °C
3.1: sodium t-butanolate / tetrahydrofuran / 2.17 h / 0 - 30 °C / Inert atmosphere; Cooling with ice
View Scheme
82961-76-0

4-benzyloxy-3-oxobutyric acid methyl ester

1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,4-dioxane / 6 h / 20 °C
2.1: sodium t-butanolate / 1,3-dimethyl-2-imidazolidinone / 7 h / 20 - 30 °C / Inert atmosphere
2.2: 15 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 1,4-dioxane / 6 h / 20 °C
2.1: sodium t-butanolate / 7 h / 25 - 30 °C / Inert atmosphere
2.2: 15 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium methylate / toluene / 5 h / 100 °C
2: sodium t-butanolate / toluene / 6 h / 105 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 1,3-dimethyl-2-imidazolidinone / 4 h / Cooling with ice
1.2: 1.5 h / 20 °C
2.1: sodium methylate; 1,3-dimethyl-2-imidazolidinone / methanol / 0.5 h / 20 °C / Cooling with ice
2.2: 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 1 h / 50 - 60 °C
2: sodium t-butanolate / tetrahydrofuran / 2.17 h / 0 - 30 °C / Inert atmosphere; Cooling with ice
View Scheme
1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

22483-09-6

2,2-dimethoxyethylamine

1357289-08-7

2,5-dimethyl 3-(benzyloxy)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2,5-dicarboxylate

Conditions
ConditionsYield
In toluene at 100℃; for 3h;91%
In methanol for 6h; Reflux;88%
With N-ethyl-N,N-diisopropylamine In methanol at 25℃; Reagent/catalyst; Solvent; Temperature;85%
In methanol for 6h; Reflux;
1160984-36-0

tert-butyl (S)-(2-amino-3,3-diphenylpropyl)carbamate

1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

1246617-04-8

dimethyl (S)-3-(benzyloxy)-1-(3-((tert-butoxycarbonyl)amino)-1,1-diphenylpropan-2-yl)-4-oxo-1,4-dihydropyridine-2,5-dicarboxylate

Conditions
ConditionsYield
In toluene at 110℃; for 5h;79%
In toluene at 110℃; for 5h;
870-46-2

t-butoxycarbonylhydrazine

1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

1246616-89-6

C21H24N2O8

Conditions
ConditionsYield
With acetic acid In toluene at 65℃; for 5h;72.9%
1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

C15H12O7

Conditions
ConditionsYield
With water; lithium hydroxide In methanol Reagent/catalyst;69.3%
475105-35-2

tert-butyl (2S)-2-(aminomethyl)piperidine-1-carboxylate

1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

C27H34N2O8

Conditions
ConditionsYield
In toluene at 100℃; for 5h;65%
943323-35-1

tert-butyl (2-amino-3-phenylpropyl)carbamate

1246616-66-9

dimethyl 3-(benzyloxy)-4-oxo-4H-pyran-2,5-dicarboxylate

1246617-09-3

C30H34N2O8

Conditions
ConditionsYield
In toluene at 100℃; for 2.5h;
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