| Identification | Back Directory | [Name]
AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER | [CAS]
159749-28-7 | [Synonyms]
159749-28-7
Boc-DL-Aze-OH
BOC-AZETIDINE-2-CARBOXYLIC ACID
N-Boc-Azetidine-2-carboxylic acid
1-Boc-azetidine-2-carboxylic acid
N-Boc-RS-2-Azetidinecarboxylic acid
1-Boc-L-azetidine-2-carboxylic acid
1-N-BOC-AZETIDINE-2-CARBOXYLIC ACID
Azetidine-1,2-Carboxylic acid 1-tert-butyl ester
AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
Azetidine-1,2-dicarboxylic acid ID 1-tert-butyl ester
AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER N-BOC-
1,2-Azetidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester
1-[(2-Methylpropan-2-yl)oxycarbonyl]azetidine-2-carboxylic Acid | [Molecular Formula]
C9H15NO4 | [MDL Number]
MFCD01861756 | [MOL File]
159749-28-7.mol | [Molecular Weight]
201.22 |
| Chemical Properties | Back Directory | [Boiling point ]
321.0±35.0 °C(Predicted) | [density ]
1.246±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [form ]
solid | [pka]
4.01±0.20(Predicted) | [color ]
Pale yellow |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Description]
Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester (ADCBT) is a pyrrolidinyl nicotinic acetylcholine receptor agonist. ADCBT has been shown to have affinity values for neuronal nicotinic acetylcholine receptors that are significantly higher than those of nicotine. It has been shown to be regioselective in the sense that it binds preferentially to the alpha4beta2 subtype of the nicotinic acetylcholine receptor, which is present in both peripheral and central neurons. It also has a high affinity for the acetylcholine binding site at the neuromuscular junction. ADCBT has been shown to have analgesic effects in animal studies. | [Uses]
Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester, is an useful intermediate in the synthesis of pharmaceutical compounds including inhibitors and receptor Antagonists. It can be used in the synthesis of polypeptides. | [Preparation]
Sodium hydroxide (2.08 g, 51.92 mmol) was added to a solution of azetidine-2-carboxylic acid (5.00 g, 49.50 mmol), di-tert-butyl dicarbonate (13.50 g, 61.80 mmol) in ethanol (120.0 mL) at 0 °C. After stirring the reaction mixture for 8 hours, the pH of the mixture was adjusted to 2 with 1.0 N HCl and extracted with ethyl acetate (2 × 200 mL). The combined organic layers were washed with brine, separated, and dried over anhydrous sodium sulfate. Then the compound was concentrated under reduced pressure to afford Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester.
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