1-(tert-Butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic Acid TCI D6507

Chemical Identity

Other names: 1-Boc-3-fluoropyrrolidine-3-carboxylic Acid
CAS No.: 1001754-59-1
PubChem: CID 47003601
Formula: C10H16FNO4
Molecular weight: 233.24 g/mol
Purity: >98.0%(GC)
Storage: 0-10°C

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 3-fluoro-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-3-carboxylic acid
SMILES: CC(C)(C)OC(=O)N1CCC(C1)(C(=O)O)F
InChIKey: YVMHYDQOUZWQQA-UHFFFAOYSA-N
MDL: MDL08703174

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TCI D6507 1-(tert-Butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic Acid is a fluorinated building block that places a fluorine atom and a carboxylic acid group on the same quaternary carbon within a pyrrolidine ring, while the ring nitrogen is protected as a Boc carbamate. In medicinal chemistry laboratories, this compound functions as a non-natural cyclic amino acid that is ready to be joined onward through amide coupling reactions. The presence of a fluorinated quaternary centre gives researchers direct access to a motif that is synthetically demanding to construct from scratch, saving both laboratory time and resources.

The property that makes this material particularly valuable is the electronic influence of the fluorine atom. Fluorine is strongly electronegative, so it lowers the pKa of the adjacent carboxylic acid group, shifting the ionisation balance under physiological conditions, and it likewise reduces the basicity of the pyrrolidine nitrogen once the Boc group has been removed. These changes are frequently exploited to tune the physicochemical profile of candidate compounds. In addition, the strong carbon–fluorine bond blocks that position against metabolic oxidation, a strategy commonly applied to improve metabolic stability. The quaternary centre also adds conformational rigidity to the ring system.

In Indonesian laboratories, this building block is typically used by pharmaceutical discovery groups, university research teams, and contract synthesis laboratories working on small-molecule programmes. It is normally handled at milligram to gram scale on a synthetic bench, where the Boc protecting group allows the nitrogen to be carried safely through coupling steps and released later under acidic conditions. Researchers generally order it as a catalogue intermediate rather than preparing it in house, since the fluorinated quaternary centre is difficult to build reliably.

Related TCI products

Amide coupling and peptidomimetic assembly — the free carboxylic acid is ready for activation with standard coupling reagents, letting researchers install the fluorinated pyrrolidine fragment directly into a growing molecular framework.
Medicinal chemistry lead optimisation — the fluorine atom modulates pKa, basicity, and lipophilicity of the scaffold, giving chemists a practical handle for adjusting the physicochemical behaviour of candidate compounds.
Metabolic stability studies — the strong carbon–fluorine bond blocks oxidative metabolism at that ring position, so the compound supports structure–activity work aimed at extending metabolic lifetime.
Conformationally constrained scaffold construction — the quaternary fluorinated carbon rigidifies the pyrrolidine ring, which helps research teams investigate how restricted geometry affects target binding and selectivity.
Protected intermediate workflows — the Boc carbamate masks the ring nitrogen throughout multi-step synthesis and is cleaved under acidic conditions when the free secondary amine is required for later functionalisation.

Brand	TCI (Tokyo Chemical Industry)
CAS number	1001754-59-1
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Fluorinated Building Blocks
Pack sizes	available in standard research-scale catalogue pack sizes; please refer to the current TCI packaging options
Physical form	—
Storage	store according to the conditions stated on the manufacturer label and Safety Data Sheet

Product code: D6507
Chemical name: 1-(tert-Butoxycarbonyl)-3-fluoropyrrolidine-3-carboxylic Acid

Store the container tightly closed in a cool, dry, and well-ventilated area, away from direct sunlight, moisture, and sources of ignition, and follow the storage conditions printed on the manufacturer label and Safety Data Sheet. Keep the material in its original supplier packaging or in a clean, chemically compatible container that is clearly labelled with the product name and CAS number. Handle the compound inside a fume hood while wearing safety glasses, chemically resistant gloves, and a laboratory coat. Avoid inhalation of dust and contact with skin or eyes, and allow cold containers to warm to room temperature before opening to limit moisture condensation. Dispose of residues and contaminated materials in accordance with applicable chemical waste procedures.

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