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| | 1-Aziridinecarboxylicacid,1,1-dimethylethylester(9CI) Basic information |
| Product Name: | 1-Aziridinecarboxylicacid,1,1-dimethylethylester(9CI) | | Synonyms: | 1-Aziridinecarboxylicacid,1,1-dimethylethylester(9CI);1-Aziridinecarboxylic acid, 1,1-diMethylethyl ester;1-Aziridinecarboxylicacid tert-butyl ester;1-Aziridinecarboxylicacid,1.1-dimethylethylester(qci);N-Boc-aziridine;1-Boc-aziridine;1-Aziridinecarboxylicacid,1,1-dimethylethylester(9Cl);tert-Butyl aziridine-1-carboxylate - [B8345] | | CAS: | 97308-23-1 | | MF: | C7H13NO2 | | MW: | 143.18 | | EINECS: | | | Product Categories: | CARBOXYLICESTER | | Mol File: | 97308-23-1.mol |  |
| | 1-Aziridinecarboxylicacid,1,1-dimethylethylester(9CI) Chemical Properties |
| Boiling point | 174.8±9.0 °C(Predicted) | | density | 1.088±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Store in freezer, under -20°C | | pka | -3.23±0.20(Predicted) | | Appearance | Colorless to light yellow Liquid | | InChI | InChI=1S/C7H13NO2/c1-7(2,3)10-6(9)8-4-5-8/h4-5H2,1-3H3 | | InChIKey | VBYPJHLRWKGNAI-UHFFFAOYSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CC1 |
| | 1-Aziridinecarboxylicacid,1,1-dimethylethylester(9CI) Usage And Synthesis |
| Uses | N-(tert-Butoxycarbonyl)aziridine is a useful reagent for organic synthesis and other chemical processes. It is used as a reagent in the preparation of substituted indolines and carbazoles by benzyne-mediated cyclization-functionalization. | | Synthesis | Example 47 Synthesis of N-Boc aziridine 166: To a solution of aziridine 165 (125 mg, 0.49 mmol) in dichloromethane (7 mL) was added triethylamine (70 μL), DMAP (catalytic amount), and di-tert-butyl dicarbonate (Boc anhydride, 113 mg, 0.52 mmol) in sequence. The reaction mixture was stirred at room temperature for 1 h and then concentrated under reduced pressure to remove the solvent. The residue was purified by fast column chromatography (eluent: hexane solution of 40% ethyl acetate) to afford 154 mg (88% yield) of the title compound, N-Boc aziridine 166, as a light colored oil.1H NMR (CDCl3, 300 MHz): δ 6.82 (m, 1H); 4.47 (br m, 1H); 4.23 (t, 2H, J = 4.7 Hz); 3.81 (t, 2H, J = 4.7 Hz); 3.75 (s, 3H); 3.00 (br d, 1H, J = 18.0 Hz); 2.90-2.85 (m, 2H); 2.65-2.55 (m, 1H); 2.10 (s, 3H); 1.44 (s, 9H). | | References | [1] Chemical Communications, 1998, # 2, p. 253 - 254
[2] Patent: US6534037, 2003, B1
[3] Patent: US5952375, 1999, A
[4] Patent: US5763483, 1998, A
[5] Patent: US2004/53999, 2004, A1 |
| | 1-Aziridinecarboxylicacid,1,1-dimethylethylester(9CI) Preparation Products And Raw materials |
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