BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID manufacturers
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| | BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Basic information |
| Product Name: | BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID | | Synonyms: | BOC-TRANS-3-HYDROXY-L-PROLINE;(2S,3S)-3-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid;( 2S, 3S)-3-hydroxy-pyrrolidine-1,2-dicarboxylic acid tert butyl ester;BOC-(2S,3S)-3-HYDROXY-2-PYRROLIDINECARBOXYLIC ACID;BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;(2S,3S)-1-(TERT-BUTOXYCARBONYL)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;1,2-Pyrrolidinedicarboxylicacid, 3-hydroxy-, 1-(1,1-diMethylethyl) ester, (2S,3S)-;(2S,3S)-3-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester | | CAS: | 187039-57-2 | | MF: | C10H17NO5 | | MW: | 231.25 | | EINECS: | | | Product Categories: | | | Mol File: | 187039-57-2.mol |  |
| | BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Chemical Properties |
| Melting point | 157℃ | | Boiling point | 390.9±42.0 °C(Predicted) | | density | 1.312±0.06 g/cm3 (20 ºC 760 Torr) | | storage temp. | 2-8°C | | pka | 3.69±0.40(Predicted) | | Appearance | White to light brown Solid |
| | BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Usage And Synthesis |
| Synthesis | General procedure for the synthesis of N-Boc-(2S,3S)-(2S,3S)-3-hydroxy-2-carboxypyrrolidine from (2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester: to 1-(tert-butoxycarbonyl)-2-methyl-(2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate (0.30 g, 1.22 mmol) in a tetrahydrofuran (12 mL) solution was added to 0.2N aqueous lithium hydroxide (6.12 mL, 1.22 mmol). The reaction mixture was stirred at room temperature for 3 hours. After the reaction was completed, the reaction mixture was diluted with ether (30 mL) and extracted with 0.2N aqueous lithium hydroxide solution (3 x 5 mL). The aqueous layers were combined and acidified with 5% aqueous hydrochloric acid to pH=2. The acidic aqueous layer was extracted with ethyl acetate (3 x 30 mL). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated in vacuum to afford N-Boc-(2S,3S)-3-hydroxy-2-carboxypyrrolidine as a gel (0.25 g, 88% yield), which was used directly in the next reaction. Mass spectrum (ES+) m/z 230.3 (M+1). | | References | [1] Patent: WO2016/7534, 2016, A1. Location in patent: Page/Page column 171; 172 |
| | BOC-(2S,3S)-3-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Preparation Products And Raw materials |
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