1,2-Azetidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester
1,2-Azetidinedicarboxylicacid, 1-(1,1-dimethylethyl) 2-methyl ester
CAS: 255882-72-5
Molecular Formula: C10H17NO4
1,2-Azetidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester - Names and Identifiers
1,2-Azetidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester - Physico-chemical Properties
| Molecular Formula | C10H17NO4 |
| Molar Mass | 215.25 |
| Density | 1.152±0.06 g/cm3(Predicted) |
| Boling Point | 269.0±33.0 °C(Predicted) |
| pKa | -3.46±0.40(Predicted) |
| Storage Condition | 2-8°C |
| Use | This product is for scientific research only and shall not be used for other purposes. |
1,2-Azetidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester - Reference Information
| uses | azetidine-2-carboxylic acid is used in the preparation of many inhibitors, such as: Liver fibrosis inhibitors, algae growth inhibitors, etc. In addition, azetidine-2-carboxylic acids have important applications in many areas of asymmetric synthesis. |
| preparation | N-Boc-2-hydroxymethylazetidine is oxidized to prepare a carboxyl group and then reacted with methanol to obtain the target compound. Experimental procedure: in a three-necked flask equipped with a mechanical stirring device and a reflux condenser, 1, 2-hydroxymethylazetidine was charged, TEMPO and NaBr were added, and N-Boc-2 of ethyl acetate and 5ml of deionized water were poured. The freshly prepared mixed solution of sodium hypochlorite and sodium bicarbonate was added at 5 °c and stirred for 3 hours. The unreacted sodium hypochlorite was then quenched with sodium thiosulfate and stirred for 5min. After the reaction, the pH of the reaction solution was adjusted to 2 with 10% sulfuric acid solution under vigorous stirring, and then extracted with 60ml of X2 ethyl acetate, and the organic phase was washed with 50ml of X2 water, the organic phase was dried over anhydrous magnesium sulfate or anhydrous sodium sulfate, filtered, and concentrated by rotary evaporation to give a gum. The gum was recrystallized from petroleum ether/ethyl acetate to give white crystals of N-BOC-2-azacyclobutylcarboxylic acid. 80ml of methanol and 1, 4-azacyclobutylcarboxylic acid were added to a N-BOC-2 ml three-necked flask, and of concentrated sulfuric acid was slowly added dropwise at room temperature, and the mixture was refluxed for 30H (TLC tracking). After completion of the reaction, concentrate to 30ml, pour into 60ml of water, extract with 20ml of ether twice, wash the ether layer with 5% sodium carbonate solution once, wash with water until neutral, dry with anhydrous magnesium sulfate, the ethyl ether was distilled off to give methyl N-BOC-2-azetidinecarboxylate. |
Last Update：2024-04-09 21:11:58
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