| Identification | Back Directory | [Name]
1-(TERT-BUTOXYCARBONYL)-3-FLUOROPYRROLIDINE-3-CARBOXYLIC ACID | [CAS]
1001754-59-1 | [Synonyms]
1-Boc-3-fluoropyrrolidine-3-carboxylic acid 1-(TERT-BUTOXYCARBONYL)-3-FLUOROPYRROLIDINE-3-CARBOXYLIC ACID 1-[(tert-butoxy)carbonyl]-3-fluoropyrrolidine-3-carboxylic a... 1,3-Pyrrolidinedicarboxylic acid, 3-fluoro-, 1-(1,1-dimethylethyl) ester 3-FLUORO-1-[(2-METHYLPROPAN-2-YL)OXYCARBONYL]PYRROLIDINE-3-CARBOXYLIC ACID | [Molecular Formula]
C10H16FNO4 | [MDL Number]
MFCD08703174 | [MOL File]
1001754-59-1.mol | [Molecular Weight]
233.24 |
| Chemical Properties | Back Directory | [Melting point ]
140-142 °C | [Boiling point ]
330℃ | [density ]
1.25 | [Fp ]
153℃ | [storage temp. ]
2-8°C | [pka]
2.38±0.20(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
Step 3: 1-tert-butyl 3-methyl 3-fluoropyrrolidine-1,3-dicarboxylate (414.4 mg, 1.676 mmol) was dissolved in a 3:1 THF/MeOH solvent mixture (5.6 mL), and 2.0 M KOH aqueous solution (2.1 mL, 4.19 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the organic solvent was removed by distillation under reduced pressure. The residue was diluted with 20% isopropanol/dichloromethane (IPA/DCM) mixed solvent and subsequently acidified to pH 3 with 1.0 M aqueous HCl. The resulting mixture was extracted twice with 20% IPA/DCM mixed solvent, the organic phases were combined, washed twice with water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to afford 1-(tert-butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic acid ( 352.8 mg, 90.3% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ= 13.80 (s, 1H), 3.69-3.54 (m, 3H), 3.36-3.32 (m, 1H), 2.43-2.24 (m, 2H), 1.40 (s, 9H). | [References]
[1] Patent: WO2013/20062, 2013, A1. Location in patent: Paragraph 00244 [2] Patent: WO2018/178041, 2018, A1. Location in patent: Page/Page column 116; 117 |
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