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Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester

Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester Structure
CAS No.
159749-28-7
Chemical Name:
Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester
Synonyms
1-Boc-azetidine-2-carboxylic acid;Boc-DL-Aze-OH;BOC-AZETIDINE-2-CARBOXYLIC ACID;N-Boc-Azetidine-2-carboxylic acid;N-Boc-RS-2-Azetidinecarboxylic acid;1-N-BOC-AZETIDINE-2-CARBOXYLIC ACID;1-Boc-L-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 este
CBNumber:
CB3215522
Molecular Formula:
C9H15NO4
Molecular Weight:
201.22
MOL File:
159749-28-7.mol
Modify Date:
2024/7/9 21:58:15

Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester Properties

Boiling point 321.0±35.0 °C(Predicted)
Density 1.246±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka 4.01±0.20(Predicted)
form solid
color Pale yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi,N
Risk Statements  36/37/38-50
Safety Statements  26-36-61-24/25
RIDADR  UN3077
WGK Germany  3
HS Code  29339900

Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester Chemical Properties,Uses,Production

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.

Chemical Properties

White powder

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.
AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER

Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester Preparation Products And Raw materials

Global( 141)Suppliers
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A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
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Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester Spectrum

AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER BOC-AZETIDINE-2-CARBOXYLIC ACID 1-N-BOC-AZETIDINE-2-CARBOXYLIC ACID N-Boc-Azetidine-2-carboxylic acid 1-Boc-L-azetidine-2-carboxylic acid AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER N-BOC- 1-[(2-Methylpropan-2-yl)oxycarbonyl]azetidine-2-carboxylic Acid Azetidine-1,2-Carboxylic acid 1-tert-butyl ester 1,2-Azetidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester Azetidine-1,2-dicarboxylic acid ID 1-tert-butyl ester N-Boc-RS-2-Azetidinecarboxylic acid Boc-DL-Aze-OH Azetidine-1,2-dicarboxylic acid ID 1-tert-butyl este 1-Boc-azetidine-2-carboxylic acid 159749-28-7 pharmacetical