| Company Name: |
Energy Chemical |
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400-0056266 |
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sales8178@energy-chemical.com |
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| | 1-Boc-L-azetidine-2-carboxylic acid Basic information |
| | 1-Boc-L-azetidine-2-carboxylic acid Chemical Properties |
| Melting point | 105-110 °C | | Boiling point | 339.14°C (rough estimate) | | density | 1.2250 (rough estimate) | | refractive index | 1.4640 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Dichloromethane, DMSO, Ethyl Acetate, Methanol | | pka | 4.01±0.20(Predicted) | | form | Solid | | color | White | | Optical Rotation | [α]/D -120.0±2.0°, c = 1 in methanol | | Major Application | peptide synthesis | | 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)/t6-/m0/s1 | | InChIKey | JWJVSDZKYYXDDN-LURJTMIESA-N | | SMILES | N1(C(OC(C)(C)C)=O)CC[C@H]1C(O)=O | | CAS DataBase Reference | 51077-14-6(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Provider | Language |
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ACROS
| English |
| | 1-Boc-L-azetidine-2-carboxylic acid Usage And Synthesis |
| Chemical Properties | white powder | | Uses | Protected Azetidine derivative. | | reaction suitability | reaction type: Boc solid-phase peptide synthesis | | Synthesis | The general procedure for the synthesis of 1-Boc-L-acridine-2-carboxylic acid from di-tert-butyl dicarbonate and (S)-2-carboxycyclobutanamine was as follows:Example 15: (S)-1-(tert-butoxycarbonyl)azetidine-2-carboxylic acid (13). NaOH (420 mg, 10.5 mmol) was slowly added to a mixed solution of ethanol (20 mL) and water (10 mL) of (S)-2-azetidinecarboxylic acid 12 (1.0 g, 10.0 mmol) and di-tert-butyl dicarbonate (2.83 g, 12.5 mmol) at 0 °C. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the ethanol was removed by evaporation and diluted by adding water (20 mL), followed by adjusting the pH with dilute HCl to 3. Extraction was carried out with ethyl acetate (50 mL x 3) and the organic phases were combined. The organic phase was washed sequentially with water (30 mL) and saturated NaCl solution (30 mL) and then dried with Na2SO4. Evaporation to remove the ethyl acetate gave 1.98 g (100% yield) of target product 13 as a white solid.1H NMR (300 MHz, CDCl3) δ 4.79 (m, 1H), 3.93 (m, 2H), 2.46 (m, 2H), 1.48 (s, 9H). | | References | [1] Journal of Medicinal Chemistry, 2005, vol. 48, # 24, p. 7637 - 7647
[2] Patent: US2009/68105, 2009, A1. Location in patent: Page/Page column 11
[3] Chemical Communications, 2016, vol. 52, # 7, p. 1354 - 1357
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 1998, vol. 41, # 5, p. 451 - 463
[5] Journal of Medicinal Chemistry, 1999, vol. 42, # 12, p. 2251 - 2259 |
| | 1-Boc-L-azetidine-2-carboxylic acid Preparation Products And Raw materials |
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