2-(tert-butyldiMethylsilyloxy)ethanaMine CAS 101711-55-1
2-(tert-butyldiMethylsilyloxy)ethanaMine Basic information
| Product Name: | 2-(tert-butyldiMethylsilyloxy)ethanaMine |
| Synonyms: | 2-(tert-butyldiMethylsilyloxy)ethanaMine;EthanaMine, 2-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-;2-(tert-ButyldiMethylsilyloxy)ethylaMine;2-(t-Butyldimethylsilyloxy)Ethanamine;(2-Aminoethoxy)(tert-butyl)dimethylsilane;Ethanolamine tert-butyldimethylsilyl ether;[2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]amine;2-(tert-butyl-dimethylsilanyloxy)ethylamine |
| CAS: | 101711-55-1 |
| MF: | C8H21NOSi |
| MW: | 175.34 |
| EINECS: | |
| Product Categories: | Miscellaneous Reagents |
| Mol File: | 101711-55-1.mol |
2-(tert-butyldiMethylsilyloxy)ethanaMine Chemical Properties
| Boiling point | 178.4±13.0 °C(Predicted) |
| density | 0.849±0.06 g/cm3(Predicted) |
| refractive index | 1.43 |
| storage temp. | 2-8°C(protect from light) |
| pka | 8.78±0.10(Predicted) |
| form | Light Brown Liquid |
| color | Colorless to Almost colorless |
| InChI | InChI=1S/C8H21NOSi/c1-8(2,3)11(4,5)10-7-6-9/h6-7,9H2,1-5H3 |
| InChIKey | XDXFUMZONWWODJ-UHFFFAOYSA-N |
| SMILES | C(N)CO[Si](C(C)(C)C)(C)C |
Safety Information
| HS Code | 2931900090 |
| Chemical Properties | 2-(tert-butyldiMethylsilyloxy)ethanaMine is Light Brown Liquid |
| Uses | 2-(tert-butyldiMethylsilyloxy)ethanaMine is used in the preparation of 3-substituted androsterone derivatives. |
| Synthesis | 141-43-5 18162-48-6 101711-55-1 The general procedure for the synthesis of 2-((tert-butyldimethylsilyloxy)ethylamine from 2-aminoethanol and tert-butyldimethylsilyl chloride was as follows: a solution of tert-butyldimethylsilyl chloride (3.6 g, 24 mmol) dissolved in dichloromethane (10 mL) was added slowly and dropwise over a period of 3 minutes to a stirring mixture of 2-aminoethanol (1.22 g, 20 mmol) and imidazole (2.04 g, 30 mmol) in a mixed solution. The reaction mixture was continued to be stirred at room temperature for 1 hour. Subsequently, water (20 mL) was added for quenching and the organic and aqueous phases were separated. The aqueous phase was extracted with dichloromethane (2 x 20 mL), all organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the light yellow oily product 2-((tert-butyldimethylsilyloxy)ethylamine (3.50 g, 100% yield). The product was confirmed by NMR hydrogen spectrum (400 MHz, CDCl3): δ 3.64 (t, J = 5.0 Hz, 2H), 3.05 (br s, 2H), 2.80 (t, J = 5.0 Hz, 2H), 0.90 (s, 9H), 0.06 (s, 6H); NMR carbon spectrum (100 MHz, CDCl3): δ 64.7, 44.1, 25.9, 18.3, -3.4; mass spectrum (APCI+) showing the molecular ion peak [M + H]+ = 176.6. |
| References | [1] Journal of Organic Chemistry, 2010, vol. 75, # 17, p. 6023 - 6026 [2] Patent: WO2015/100363, 2015, A1. Location in patent: Page/Page column 43 [3] Patent: US2014/194431, 2014, A1. Location in patent: Paragraph 1044-1045 [4] Angewandte Chemie - International Edition, 2014, vol. 53, # 42, p. 11356 - 11360 [5] Angew. Chem., 2014, vol. 126, # 42, p. 11538 - 11542,5 |
2-(tert-butyldiMethylsilyloxy)ethanaMine Preparation Products And Raw materials
| Raw materials | tert-Butyldimethylsilyl chloride-->Dichloromethane-->Monoethanolamine-->Imidazole |
| Preparation Products | BIS(2-((TERT-BUTYLDIMETHYLSILYL)OXY)ETHYL)AMINE |
