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| | 1-Pyrrolidinecarboxylic acid, 3-ethynyl-, 1,1-dimethylethyl ester Basic information |
| Product Name: | 1-Pyrrolidinecarboxylic acid, 3-ethynyl-, 1,1-dimethylethyl ester | | Synonyms: | 1-Pyrrolidinecarboxylic acid, 3-ethynyl-, 1,1-dimethylethyl ester;tert-butyl 3-ethynylpyrrolidine-1-carboxylate;1-Boc-3-ethynylpyrrolidine;1-Boc-3-ethynylpyrrolidin...;tert-Butyl 3-ethynyl-1-pyrrolidinecarboxylate;3-ethynyl-1-Pyrrolidinecarboxylic acid 1,1-dimethylethyl ester;1-Pyrrolidinecarboxylic acid, 3-ethynyl-,1,1-dimethyl ester;1,1-Dimethylethyl 3-ethynyl-1-pyrrolidinecarboxylate | | CAS: | 287193-00-4 | | MF: | C11H17NO2 | | MW: | 195.26 | | EINECS: | | | Product Categories: | boc | | Mol File: | 287193-00-4.mol |  |
| | 1-Pyrrolidinecarboxylic acid, 3-ethynyl-, 1,1-dimethylethyl ester Chemical Properties |
| Boiling point | 249.2±29.0 °C(Predicted) | | density | 1.04±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | form | solid | | pka | -2.53±0.40(Predicted) | | Appearance | White to off-white Solid | | Optical Rotation | 0.9898°(C=0.1566g/100ml MEOH) | | InChI | 1S/C11H17NO2/c1-5-9-6-7-12(8-9)10(13)14-11(2,3)4/h1,9H,6-8H2,2-4H3 | | InChIKey | KTDGOUSDBBFBRO-UHFFFAOYSA-N | | SMILES | CC(C)(OC(N1CCC(C#C)C1)=O)C |
| Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 1-Pyrrolidinecarboxylic acid, 3-ethynyl-, 1,1-dimethylethyl ester Usage And Synthesis |
| Application | tert-butyl 3-ethynylpyrrolidine-1-carboxylate is a useful research chemical. | | Synthesis | GENERAL STEPS: 1-Boc-3-pyrrolidinecarboxaldehyde (580 mg, 2.91 mmol) was dissolved in methanol (15 mL) at room temperature, and potassium carbonate (1.00 g, 7.28 mmol) and dimethyl (1-diazido-2-oxopropyl)phosphonate (839 mg, 4.37 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 3 h. After completion of the reaction, it was filtered through a short diatomaceous earth pad and the filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography with an eluent gradient of 0 to 50% ethyl acetate/hexane to give a colorless oily product. The product was allowed to stand in a refrigerator and cured to give 1-Boc-3-ynylpyrrolidine white solid (374 mg, 66% yield). | | References | [1] Journal of Medicinal Chemistry, 2018, vol. 61, # 18, p. 8417 - 8443
[2] Patent: US2016/9720, 2016, A1. Location in patent: Paragraph 0250
[3] Patent: US2016/9711, 2016, A1. Location in patent: Paragraph 0242; 0243; 0244 |
| | 1-Pyrrolidinecarboxylic acid, 3-ethynyl-, 1,1-dimethylethyl ester Preparation Products And Raw materials |
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