1-Amino-2-methylpropan-2-ol CAS 2854-16-2
1-Amino-2-methylpropan-2-ol Basic information
| Product Name: | 1-Amino-2-methylpropan-2-ol |
| Synonyms: | 1-Amino-2-methylpropan-2-ol;Amino-2-methyl-2-propanol, 1-;1-Amino-2-methyl-2-propanol;1-azanyl-2-methyl-propan-2-ol;1,1-Dimethylethanolamine;2-Amino-a,a-dimethylethanol;2-Hydroxy-2-methyl-1-propylamine;2-Hydroxyisobutylamine |
| CAS: | 2854-16-2 |
| MF: | C4H11NO |
| MW: | 89.14 |
| EINECS: | |
| Product Categories: | pharmacetical |
| Mol File: | 2854-16-2.mol |
1-Amino-2-methylpropan-2-ol Chemical Properties
| Melting point | 8.72°C (estimate) |
| Boiling point | 151°C(lit.) |
| density | 1.915 g/mL at 25 °C |
| refractive index | n20/D1.448 |
| Fp | 73℃ |
| storage temp. | 2-8°C |
| solubility | Chloroform, Ethyl Acetate (Slightly) |
| pka | 12.99±0.50(Predicted) |
| form | Oil |
| color | Clear Colourless |
| InChI | InChI=1S/C4H11NO/c1-4(2,6)3-5/h6H,3,5H2,1-2H3 |
| InChIKey | LXQMHOKEXZETKB-UHFFFAOYSA-N |
| SMILES | C(N)C(C)(O)C |
| CAS DataBase Reference | 2854-16-2 |
| NIST Chemistry Reference | 1-Amino-2-methyl-2-propanol(2854-16-2) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 22-37/38-41 |
| Safety Statements | 26-39 |
| RIDADR | 1993 |
| WGK Germany | 3 |
| RTECS | UA6125000 |
| HazardClass | IRRITANT |
| PackingGroup | Ⅲ |
| HS Code | 2922190090 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Acute Tox. 4 Oral Eye Dam. 1 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | Pale yellow liquid |
| Uses | 3-Amino-2-methyl-2-propanol, is a versatile intermediate used for the synthesis of more complex compounds, including inhibitors. It is an intermediate in the preparation of metabolites of Darunavir (D193500), such as (A581405). |
| Synthesis | 75-86-5 2854-16-2 The general procedure for the synthesis of 1-amino-2-methyl-2-propanol from acetone cyanohydrin is as follows:Step A: Synthesis of 1-amino-2-methyl-2-propanol [Chem.17]To a tetrahydrofuran (180 mL) suspension of lithium aluminum hydride (6.08 g, 160 mmol), a tetrahydrofuran (20 mL) solution of acetone cyanohydrin (7.32 mL, 80.0 mmol) was slowly added dropwise over a controlled period of 15 min at 0 °C. The reaction mixture was then refluxed for 4 hours. Upon completion of the reaction, the mixture was cooled to 0 °C and the reaction was quenched with sodium sulfate decahydrate and potassium fluoride. After continued stirring at 35°C for 30 minutes, the mixture was filtered through a diatomaceous earth pad. The filtrate was concentrated in vacuum to give the oily product 1-amino-2-methyl-2-propanol (3.98 g, 56% yield).[0229] 1H-NMR (300 MHz, CDCl3) δ: 2.60 (s, 2H), 1.69 (s, 6H), no peaks for OH and NH2 were observed. |
| References | [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 9, p. 4336 - 4351 [2] Patent: WO2010/84767, 2010, A1. Location in patent: Page/Page column 50-51 [3] Tetrahedron Letters, 1996, vol. 37, # 40, p. 7319 - 7322 [4] Journal of Medicinal Chemistry, 1998, vol. 41, # 18, p. 3347 - 3359 [5] Patent: EP1591446, 2005, A1. Location in patent: Page/Page column 96 |
1-Amino-2-methylpropan-2-ol Preparation Products And Raw materials
| Raw materials | beta-Hydroxyisovaleric Acid-->Acetone cyanohydrin-->Isobutylene oxide-->Potassium fluoride-->Sodium sulfate-->Tetrahydrofuran-->Lithium Aluminum Hydride |
| Preparation Products | N-(2-hydroxy-2-methylpropyl)acetamide-->Urea, N-[(1R)-1-[[(4S)-4-(4-chlorophenyl)-4-hydroxy-3,3-diMethyl-1-piperidinyl]carbonyl]-2-Methylpropyl]-N'-(2-hydroxy-2-Methylpropyl)--->α,α-dimethyl-2-ethoxymethyl-1H-imidazo[4,5-c]quinoline-1-ethanol-->2-Methyl-1-(tetrahydro-pyran-4-ylamino)-propan-2-ol-->MFCD00086567 |
