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| | 3-Azetidinecarboxylic acid, methyl ester, hydrochloride Basic information |
| Product Name: | 3-Azetidinecarboxylic acid, methyl ester, hydrochloride | | Synonyms: | AZETIDINE-3-CARBOXYLIC ACID METHYL ESTER HCL;Azetidine-3-carboxylic methyl ester hrdrochloride;AZETIDINE-3-CARBOXYLIC METHYL ESTER HCL;AZETIDINE-3-CARBOXYLIC METHYL ESTER HYDROCHLORIDE;Azetidine-3-Methyl carboxylate Hydrochloride;Azetidine-3-Carboxylic Acid Methyl Ester Hydrochloride;methyl azetidine-3-carboxylate HCl;3-Azetidinecarboxylic acid methyl ester hydrochloride ,95% | | CAS: | 100202-39-9 | | MF: | C5H10ClNO2 | | MW: | 151.59 | | EINECS: | 815-099-3 | | Product Categories: | B-Amino | | Mol File: | 100202-39-9.mol |  |
| | 3-Azetidinecarboxylic acid, methyl ester, hydrochloride Chemical Properties |
| Melting point | 93.0 to 97.0 °C | | Boiling point | 187-192℃ | | Fp | 69°(156°F) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | Water Solubility | Soluble in water | | form | powder to crystal | | color | White to Almost white | | InChI | InChI=1S/C5H9NO2.ClH/c1-8-5(7)4-2-6-3-4;/h4,6H,2-3H2,1H3;1H | | InChIKey | UOCWTLBPYROHEF-UHFFFAOYSA-N | | SMILES | C(C1CNC1)(=O)OC.Cl |
| Risk Statements | 36 | | Safety Statements | 26 | | WGK Germany | WGK 3 | | HazardClass | IRRITANT | | HS Code | 2933998090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2 |
| | 3-Azetidinecarboxylic acid, methyl ester, hydrochloride Usage And Synthesis |
| Uses | Methyl Azetidine-3-carboxylate Hydrochloride can be used to prepare inhibitors of of human glycogen phosphorylase to treat hyperglycemia, hyperinsulinemia, hyperlipidemia, insulin resistance or tissue ischemia. | | Synthesis | The general procedure for the synthesis of methyl azetidine-3-carboxylate hydrochloride from methyl 1 -diphenylmethylazetidine-3-carboxylate was as follows (Preparative Example 85): methyl 1 -diphenylmethylazetidine-3-carboxylate (3.57 g) was dissolved in methanol (360 ml), and ethyl acetate solution of 4N hydrochloric acid (12.7 ml) was added, and the reaction system was maintained at 20 °C. Subsequently, palladium hydroxide (3.57 g) was added as a catalyst and the reaction was stirred at room temperature and under pressurized hydrogen atmosphere (0.4 MPa) for 11 hours. After completion of the reaction, the catalyst was removed by filtration and washed with methanol and water. The filtrate was concentrated to give the crude product of methyl azetidine-3-carboxylate hydrochloride, which presented as a light yellow oil. The reaction was assessed to be quantitative and 1.93 g of product was obtained, which can be used directly in subsequent reactions. The product was detected by ESI-MS, m/z: 116 [M + H]+. | | IC 50 | Non-cleavable Linker | | References | [1] Patent: EP1889836, 2008, A1. Location in patent: Page/Page column 80
[2] Patent: US2008/214815, 2008, A1. Location in patent: Page/Page column 14-15 |
| | 3-Azetidinecarboxylic acid, methyl ester, hydrochloride Preparation Products And Raw materials |
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