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1001754-59-1

1001754-59-1 Structure

1001754-59-1 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

1-(TERT-BUTOXYCARBONYL)-3-FLUOROPYRROLIDINE-3-CARBOXYLIC ACID(1001754-59-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

1-tert-butyl 3-methyl 3-fluoropyrrolidine-1,3-dicarboxylate

942189-96-0

1-(TERT-BUTOXYCARBONYL)-3-FLUOROPYRROLIDINE-3-CARBOXYLIC ACID

1001754-59-1

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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