Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester
- 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;1-Boc-L-azetidine-2-carboxylic acid;N-Boc-RS-2-Azetidinecarboxylic acid;1-N-BOC-AZETIDINE-2-CARBOXYLIC ACID;1-Boc-Azetidine-2-carboxylic acid - [A8173];Azetidine-1,2-Carboxylic acid 1-tert-butyl ester;AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
- CBNumber:
- CB3215522
- Molecular Formula:
- C9H15NO4
- Molecular Weight:
- 201.22
- MDL Number:
- MFCD01861756
- MOL File:
- 159749-28-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 95% | OR309044 | 1g | $60 |
| Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 95% | OR309044 | 5g | $108 |
| Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester ≥98% | 18168 | 1G | $43.5 |
| Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester ≥98% | 18168 | 5G | $121.13 |
| 1-(tert-Butoxycarbonyl)azetidine-2-carboxylic acid | 144188 | 1.00g | $533 |
| More product size | |||
| 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 |
| InChI | InChI=1S/C9H15NO4/c1-9(2,3)14-8(13)10-5-4-6(10)7(11)12/h6H,4-5H2,1-3H3,(H,11,12) |
| InChIKey | JWJVSDZKYYXDDN-UHFFFAOYSA-N |
| SMILES | N1(C(OC(C)(C)C)=O)CCC1C(O)=O |
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 price More Price(63)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Apolloscientific | OR309044 | Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 95% | 159749-28-7 | 1g | $60 | 2026-06-04 | Buy |
| Apolloscientific | OR309044 | Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 95% | 159749-28-7 | 5g | $108 | 2026-06-04 | Buy |
| Chem-Impex | 18168 | Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester ≥98% | 159749-28-7 | 1G | $43.5 | 2026-05-19 | Buy |
| Chem-Impex | 18168 | Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester ≥98% | 159749-28-7 | 5G | $121.13 | 2026-05-19 | Buy |
| Matrix Scientific | 144188 | 1-(tert-Butoxycarbonyl)azetidine-2-carboxylic acid | 159749-28-7 | 1.00g | $533 | 2026-05-18 | Buy |
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.
Synthesis
24424-99-5
2133-34-8
159749-28-7
The general procedure for the synthesis of N-Boc-azetidine-2-carboxylic acid from (S)-2-azetidinecarboxylic acid (10 g, 98.9 mmol), di-tert-butyl dicarbonate (28.06 g, 128.6 mmol), N-methylmorpholine (11.5 g, 113.7 mmol), and 1,4-dioxane (160 mL) was as follows: the above mixture was 0 °C for 4 hours, followed by continued stirring at room temperature for 18 hours. After completion of the reaction, the volatile solvent was removed by evaporation and the residue was dissolved in water and washed with dichloromethane (DCM). The aqueous layer was acidified to pH 1.0 with concentrated hydrochloric acid at 0 °C and subsequently extracted with DCM. The organic layer was dried with anhydrous sodium sulfate (Na2SO4) to give the final N-tert-butoxycarbonylazetidine-2-carboxylic acid (12.61 g, 63.1% yield) as an oily product. Its nuclear magnetic resonance hydrogen spectrum (NMR, CDCl3) data were as follows: δ 1.42 (s, 9H), 2.40 (m, 1H), 2.59 (m, 1H), 3.90 (m, 2H), 4.80 (t, 1H).
References
[1] Patent: WO2006/100461, 2006, A1. Location in patent: Page/Page column 79
[2] Patent: US5409946, 1995, A
Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Huici Pharmaceutical Technology Co., LTD | +8615601812108 | lixing@pharmahuici.com | China | 133 | 58 |
| Shanghai Huici Pharmaceutical Technology Co., LTD | +8615601812108 | lixing@pharmahuici.com | China | 133 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29640 | 60 |
| Accela ChemBio Inc. | +1-858-6993322 +86-18019713315 | info@accelachem.com | United States | 21193 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | sales@conier.com | China | 49979 | 58 | |
| career henan chemical co | +86-0371-86658258 | factory@coreychem.com | China | 29807 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21142 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 17705817739 | info@dycnchem.com | China | 52704 | 58 |
| Nextpeptide Inc | +86-0571-81612335 +8613336028439 | sales@nextpeptide.com | China | 19908 | 58 |
View Lastest Price from Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-06 | Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester
159749-28-7
|
$100.00-485.00 | 100mg | 98% | 30 | Zibo Hangyu Biotechnology Development Co., Ltd | |
 |
2020-03-11 | AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
159749-28-7
|
$6.86 | 1KG | 95.0%-99.0% | 1kg-100kg | Career Henan Chemical Co |
-
- Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester
159749-28-7
- $100.00-485.00
- 98%
- Zibo Hangyu Biotechnology Development Co., Ltd
-
- AZETIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
159749-28-7
- $6.86
- 95.0%-99.0%
- Career Henan Chemical Co
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