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| | 2-tert-Butyl-1,3-diisopropylisourea Basic information | | Physical Form |
| Product Name: | 2-tert-Butyl-1,3-diisopropylisourea | | Synonyms: | CarbaMiMidic acid, N,N'-bis(1-Methylethyl)-, 1,1-diMethylethyl ester;tert-Butyl N,N'-diisopropylimidocarbamate;tert-butyl N,N'-bis(1-methylethyl)imidocarbamate;O-tert-Butyl-N,N'-diisopropylisourea >;3-DIISOPROPYLISOUREA;N,N'-bis(propan-2-yl)(tert-butoxy)methanimidamide;1,1-Dimethylethyl N,N'-bis(1-methylethyl)carbamimidate;1-[(2-methylprop-2-yl)oxy]-N-(prop-2-yl)-1-(prop-2-ylamino)methanimine | | CAS: | 71432-55-8 | | MF: | C11H24N2O | | MW: | 200.32 | | EINECS: | | | Product Categories: | | | Mol File: | 71432-55-8.mol |  |
| | 2-tert-Butyl-1,3-diisopropylisourea Chemical Properties |
| Boiling point | 61°C/10mmHg(lit.) | | density | 0.89±0.1 g/cm3(Predicted) | | refractive index | 1.4240-1.4280 | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | form | clear liquid | | pka | 9.54±0.50(Predicted) | | color | Colorless to Almost colorless | | InChI | InChI=1S/C11H24N2O/c1-8(2)12-10(13-9(3)4)14-11(5,6)7/h8-9H,1-7H3,(H,12,13) | | InChIKey | FESDUDPSRMWIDL-UHFFFAOYSA-N | | SMILES | C(=NC(C)C)(OC(C)(C)C)NC(C)C |
| | 2-tert-Butyl-1,3-diisopropylisourea Usage And Synthesis |
| Physical Form | liquid | | Uses | 2-tert-Butyl-1,3-diisopropylisourea is a useful synthetic intermediate in the synthesis of 5-Oxo Atorvastatin tert-Butyl Ester (O847160) which is a Boc-protected derivative of Atorvastatin. 2-tert-Butyl-1,3-diisopropylisourea is also used as a reagent in the total synthesis of Citrafungin A which is an antifungal natural product. | | Synthesis | GENERAL STEPS: CuCl (63.4 mg, 0.64 mmol, 1 mol%) was added to a solution of N,N'-diisopropylcarbodiimide (10.0 mL, 63.9 mmol, 1.0 equiv) in tert-butanol (6.97 mL, 73.5 mmol, 1.15 equiv). The reaction mixture was stirred at room temperature for 14 hours. After completion of the reaction, purification was carried out by distillation under reduced pressure (80°C, 25 mmHg). 2-tert-butyl-1,3-diisopropylisourea was obtained as a colorless oil (10.4 g, 51.9 mmol, 81% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 3.80-3.58 (1H, m, CH), 3.31-2.97 (1H, m, CH), 1.44 (9H, s, tBu), 1.19-1.01 (12H, m, Me2×2). | | References | [1] Organic Letters, 2005, vol. 7, # 13, p. 2615 - 2618
[2] Chemistry - A European Journal, 2007, vol. 13, # 30, p. 8543 - 8563
[3] Beilstein Journal of Organic Chemistry, 2011, vol. 7, p. 1486 - 1493
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4204 - 4219
[5] Patent: EP2952517, 2015, A1. Location in patent: Paragraph 0217 |
| | 2-tert-Butyl-1,3-diisopropylisourea Preparation Products And Raw materials |
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