1-{[(1,1-diMethylethyl)oxy]carbonyl}-3-hydroxyazetidine-3-carboxylic acid
![1-{[(1,1-diMethylethyl)oxy]carbonyl}-3-hydroxyazetidine-3-carboxylic acid Structure](CAS/20150408/GIF/1035351-06-4.gif)
- CAS No.
- 1035351-06-4
- Chemical Name:
- 1-{[(1,1-diMethylethyl)oxy]carbonyl}-3-hydroxyazetidine-3-carboxylic acid
- Synonyms
- 1-Boc-3-hydroxyazetidine-3-carboxylic Acid;1-[(tert-butoxy)carbonyl]-3-hydroxyazetidine-3-carboxylic acid;3-Hydroxy-azetidine-1,3-dicarboxylic acid mono-tert-butyl ester;1,3-Azetidinedicarboxylic acid, 3-hydroxy-, 1-(1,1-dimethylethyl) ester;1-{[(1,1-diMethylethyl)oxy]carbonyl}-3-hydroxyazetidine-3-carboxylic acid;3-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]azetidine-3-carboxylic Acid
- CBNumber:
- CB02655206
- Molecular Formula:
- C9H15NO5
- Molecular Weight:
- 217.22
- MDL Number:
- MFCD24465599
- MOL File:
- 1035351-06-4.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
1-{[(1,1-diMethylethyl)oxy]carbonyl}-3-hydroxyazetidine-3-carboxylic acid price More Price(23)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Matrix Scientific | 200656 | 1-tert-Butoxycarbonyl-3-hydroxy-azetidine-3-carboxylic acid | 1035351-06-4 | 1.00g | $1316 | 2026-05-18 | Buy |
| Synthonix | B16174 | 1-[(tert-butoxy)carbonyl]-3-hydroxyazetidine-3-carboxylic acid 97.0% | 1035351-06-4 | 250mg | $80 | 2026-05-06 | Buy |
| Synthonix | B16174 | 1-[(tert-butoxy)carbonyl]-3-hydroxyazetidine-3-carboxylic acid 97.0% | 1035351-06-4 | 1g | $200 | 2026-05-06 | Buy |
| aablocks | AA009920 | 1-(Tert-Butoxycarbonyl)-3-Hydroxyazetidine-3-Carboxylic Acid 95% | 1035351-06-4 | 100mg | $33 | 2026-05-28 | Buy |
| aablocks | AA009920 | 1-(Tert-Butoxycarbonyl)-3-Hydroxyazetidine-3-Carboxylic Acid 95% | 1035351-06-4 | 250mg | $55 | 2026-05-28 | Buy |
1-{[(1,1-diMethylethyl)oxy]carbonyl}-3-hydroxyazetidine-3-carboxylic acid Chemical Properties, Uses, Production
Synthesis
398489-26-4
7677-24-9
24424-99-5
![1-{[(1,1-diMethylethyl)oxy]carbonyl}-3-hydroxyazetidine-3-carboxylic acid](/CAS/20150408/GIF/1035351-06-4.gif)
1035351-06-4
Under argon protection, tert-butyl 3-oxoazetidine-1-carboxylate (2.0 g, 11.7 mmol) was dissolved in THF (50 mL), a catalytic amount of ZnI2 (0.11 mg) was added followed by the dropwise addition of trimethylcyanosilane (TMSCN, 1.62 g, 16.4 mmol). The reaction mixture was stirred at room temperature for 18 h and then concentrated under reduced pressure to remove the solvent. The residue was dissolved in EtOAc (100 mL), washed sequentially with saturated aqueous NaHCO3 and deionized water, and the organic phase was dried over anhydrous Na2SO4 and concentrated. The obtained residue was dissolved in acetic acid (HOAc, 25 mL), concentrated aqueous hydrochloric acid (25 mL) was added, and the mixture was heated at reflux for 3 hours and concentrated. The residue was dissolved in isopropanol (iPrOH, 20 mL) and 2M NaOH aqueous solution (20 mL) and di-tert-butyl dicarbonate (Boc2O, 1.66 g, 8.0 mmol) was added. After completion of the reaction, iPrOH was removed by rotary evaporation, water (30 mL) was added and extracted with ether (Et2O, 2 × 30 mL). The aqueous phase was acidified with 1N HCl aqueous solution to pH=2 and extracted with EtOAc (3×30 mL). The organic phases were combined, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (elution gradient: 100% EtOAc to 1:1 EtOAc:MeOH) to afford 1-(tert-butoxycarbonyl)-3-hydroxyazetidine-3-carboxylic acid (0.17 g, 0.79 mmol, 7% yield).ESMS analysis showed that the target compound, C9H15NO5, had a m/z of 216 (M-H)-.
References
[1] Patent: WO2011/143497, 2011, A1. Location in patent: Page/Page column 49; 50
1-{[(1,1-diMethylethyl)oxy]carbonyl}-3-hydroxyazetidine-3-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Jian Chao Chemical Technology Co., Ltd. | 150-2103-5486 18017383231 | 983544897@qq.com | China | 9335 | 55 |
| TaiChem Taizhou Limited | 052386810091 | zcwy9518@yeah.net | China | 3917 | 58 |
| BePharm Ltd | 400-685-9117 | market@bepharm.com | China | 15081 | 60 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Aikon International Limited | 025-66113011 19370895928 | qzhang@aikonchem.com | China | 15390 | 58 |
| Nanjing SynTitan Pharmaceutical Co., Ltd. | 025-57027686 17372956142 | li_lan@syntitan.com | China | 9999 | 58 |
| Shandong utilizing biological technology co., LTD | 18669728830 15966937598 | 3407650895@qq.com | China | 5166 | 58 |
| Chengdu Feibai Pharmaceutical Co., Ltd. | 028-84641798 18782128315 | 3302391190@qq.com | China | 6149 | 55 |
| Suzhou Rovathin Foreign Trade Co.,Ltd | 0512-65816829 18662214788 | info@rovathin.com.cn | China | 9959 | 58 |
| Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8491 | 58 |
