Technology Process of tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester 3-methyl ester
There total 10 articles about tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester 3-methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: 99 percent / H2 / Pd/C / methanol / 0.5 h / 20 °C / 760 Torr
2.1: 100 percent / Dess-Martin periodinane / CHCl3 / 0 - 20 °C
3.1: methanol / 0 - 20 °C
3.2: 67 percent / acetic acid; sodium cyanoborohydride / methanol / 0 - 20 °C
4.1: 97 percent / aqueous sodium bicarbonate / CHCl3 / 1.5 h / 0 °C
5.1: 73 percent / H2O; K2CO3 / methanol / 6 h / 20 °C
6.1: 86 percent / PPh3; EtOOCN=NCOOEt / tetrahydrofuran / 0.5 h / Heating
7.1: 100 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C
8.1: CrO3; sulfuric acid / acetone; H2O / 1 h / 20 °C
9.1: 0.13 g / methanol; hexane / 20 °C
With
chromium(VI) oxide; sulfuric acid; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; chloroform; water; acetone;
2.1: Dess-Martin oxidation / 6.1: Mitsunobu reaction / 8.1: Jones oxidation;
DOI:10.1021/jo034441n
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: methanol / 0 - 20 °C
1.2: 67 percent / acetic acid; sodium cyanoborohydride / methanol / 0 - 20 °C
2.1: 97 percent / aqueous sodium bicarbonate / CHCl3 / 1.5 h / 0 °C
3.1: 73 percent / H2O; K2CO3 / methanol / 6 h / 20 °C
4.1: 86 percent / PPh3; EtOOCN=NCOOEt / tetrahydrofuran / 0.5 h / Heating
5.1: 100 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C
6.1: CrO3; sulfuric acid / acetone; H2O / 1 h / 20 °C
7.1: 0.13 g / methanol; hexane / 20 °C
With
chromium(VI) oxide; sulfuric acid; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; hexane; chloroform; water; acetone;
4.1: Mitsunobu reaction / 6.1: Jones oxidation;
DOI:10.1021/jo034441n
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 100 percent / Dess-Martin periodinane / CHCl3 / 0 - 20 °C
2.1: methanol / 0 - 20 °C
2.2: 67 percent / acetic acid; sodium cyanoborohydride / methanol / 0 - 20 °C
3.1: 97 percent / aqueous sodium bicarbonate / CHCl3 / 1.5 h / 0 °C
4.1: 73 percent / H2O; K2CO3 / methanol / 6 h / 20 °C
5.1: 86 percent / PPh3; EtOOCN=NCOOEt / tetrahydrofuran / 0.5 h / Heating
6.1: 100 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C
7.1: CrO3; sulfuric acid / acetone; H2O / 1 h / 20 °C
8.1: 0.13 g / methanol; hexane / 20 °C
With
chromium(VI) oxide; sulfuric acid; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; hexane; chloroform; water; acetone;
1.1: Dess-Martin oxidation / 5.1: Mitsunobu reaction / 7.1: Jones oxidation;
DOI:10.1021/jo034441n