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| (2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid Basic information |
| Product Name: | (2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid | | Synonyms: | (2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid;(2S,4S)-1-((R)-2-((methoxycarbonyl)
amino)-2-phenylacetyl)-4-(methoxy
methyl)pyrrolidine-2-carboxylic acid;(5S)-N-(Methoxycarbonyl)-L-valyl-5-methyl-L-proline;(2S,5S)-1-((S)-2-((methoxycarbonyl)amino)-3-methylbutanoyl)-5-methylpyrrolidine-2-carboxylic acid;3. (2S,5S)-1-((S)-2-((methoxycarbonyl)amino)-3- methylbutanoyl)-5-methylpyrrolidine-2-carboxylic acid;(2S,5S)-1-((S)-2-(methoxycarbonyl)-3-methylbutanoyl);(2S,5S)-1-(2-Methoxycarbonylamino-3-methyl-butyryl)-5-methyl-pyrrolidine-2-carboxylic acid;N-[2-(S)-[(Methoxycarbonyl)amino]-3-methylbutyryl]-(5S)-5-Methyl-L-proline | | CAS: | 1335316-40-9 | | MF: | C13H22N2O5 | | MW: | 286.32 | | EINECS: | 811-415-9 | | Product Categories: | | Mol File: | 1335316-40-9.mol |
| (2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid Chemical Properties |
| Melting point | 134 - 136°C | | Boiling point | 489.9±40.0 °C(Predicted) | | density | 1.198±0.06 g/cm3(Predicted) | | storage temp. | -20°C, Inert atmosphere | | solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 3.61±0.40(Predicted) | | color | Off-White to Pale Beige |
| (2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid Usage And Synthesis |
| Uses | (5S)-N-(Methoxycarbonyl)-L-valyl-5-methyl-L-proline is an antiviral agent and Velpatasvir (V116000) intermediate. Velpatasvir is a NS5A inhibitor in patients with hepatitis C (HCV) infection. | | Synthesis | To an ice-cold stirred solution of ethyl (2S,5S)-1 -[(2S)-2- (methoxycarbonylamino)-3-methyl-butanoyl]-5-methyl-pyrrolidine-2- carboxylate (5.6 g, 17.8 mmol) in ethanol (18 ml) is added a solution of lithium hydroxide monohydrate (17.8 mL of 1.7 M, 30.3 mmol). The reaction mixture is stirred for 5 hours at rt. The reaction mixture is concentrated, diluted with water, washed with ether. The aqueous solution is acidified with aq. 1 N HCl, extracted with CH2CI2. The combined extracts are washed with brine, dried (Na2S04), concentrated to afford (2S,5S)-1 -[(2S)-2-(methoxycarbonylamino)-3- methyl-butanoyl]-5-methyl-pyrrolidine-2-carboxylic acid (5g, 94%) as a white solid. |
| (2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid Preparation Products And Raw materials |
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