(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid manufacturers
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| | (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid Basic information |
| Product Name: | (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid | | Synonyms: | (R)-3-bromo-2-hydroxy-2-methylpropanoic acid;(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid;(2R)-3-Bromo-2-hydroxy-2-methylpropionic acid;(R)-3-Bromo-2-hydroxy-2-methylpropionic Acid;(R)-3-Bromo-2-hydroxy-2-methylpropionic Acid;Propanoic acid,3-bromo-2-hydroxy-2-methyl-, (2R);136665;(R)-3-Bromo-2-hydroxy-2-methylpropionic Acid > | | CAS: | 261904-39-6 | | MF: | C4H7BrO3 | | MW: | 183 | | EINECS: | | | Product Categories: | 261904-39-6 | | Mol File: | 261904-39-6.mol |  |
| | (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid Chemical Properties |
| Melting point | 113.0 to 117.0 °C | | Boiling point | 294.5±25.0 °C(Predicted) | | density | 1.831±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform, Methanol | | form | Solid | | pka | 3.39±0.16(Predicted) | | color | Off-White | | InChI | InChI=1S/C4H7BrO3/c1-4(8,2-5)3(6)7/h8H,2H2,1H3,(H,6,7)/t4-/m0/s1 | | InChIKey | HBJAYXGUOOININ-BYPYZUCNSA-N | | SMILES | C(O)(=O)[C@](O)(C)CBr |
| Hazard Codes | Xi | | Risk Statements | 36/38 | | Safety Statements | 26 | | RIDADR | UN 3261 8/PG III | | HazardClass | 8 | | PackingGroup | III | | HS Code | 2918199890 |
| | (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid Usage And Synthesis |
| Uses | (2R)-3-Bromo-2-hydroxy-2-methylpropionic Acid is used as a reagent in the synthesis of [18F]-radiolabeled hydroxyflutamide derivatives as prostate cancer PET imaging agents. | | Synthesis | General procedure for the synthesis of (R)-3-bromo-2-hydroxy-2-methylpropionic acid (R-131) from the compound (CAS: 106138-80-1): bromolactone R-130 (18.5 g, 71 mmol) was dissolved in 300 mL of 24% hydrobromic acid and heated to reflux for 1 hour. After completion of the reaction, the resulting solution was diluted with 200 mL of brine and extracted with ethyl acetate (100 mL × 4). The organic phases were combined and washed with saturated sodium bicarbonate solution (100 mL × 4). The aqueous phase was acidified to pH = 1 with concentrated hydrochloric acid and extracted again with ethyl acetate (100 mL × 4). The organic phases were combined, dried with anhydrous sodium sulfate, filtered through diatomaceous earth, and concentrated to dryness under reduced pressure. The product was recrystallized from toluene to give 10.2 g (86% yield) of the target compound as colorless crystals. Melting point: 107-109 °C (S-isomer, literature value: melting point 109-113 °C).1H NMR (300 MHz, DMSO-d6) δ 3.63 (d, J=10.1 Hz, 1H, CHHa), 3.52 (d, J=10.1 Hz, 1H, CHHb), 1.35 (s, 3H, Me).IR (KBr) 3434 (OH), 3300-2500 (COOH), 1730 (C=O), 1449, 1421, 1380, 1292, 1193, 1085 cm-1. [α]D26 +10.5° (c=2.6, MeOH). Calculated elemental analysis (C4H7BrO3): C 26.25, H 3.86; measured values: C 26.28, H 3.75. | | References | [1] Patent: US2003/225040, 2003, A1. Location in patent: Page 16
[2] Patent: US2006/9488, 2006, A1. Location in patent: Page/Page column 52
[3] Patent: WO2007/27582, 2007, A2. Location in patent: Page/Page column 61
[4] Patent: WO2007/62230, 2007, A2. Location in patent: Page/Page column 149; 151
[5] Patent: WO2008/8433, 2008, A2. Location in patent: Page/Page column 123; 1/19; 3/19; 7/19 |
| | (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid Preparation Products And Raw materials |
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