Hangzhou Leap Chem Co., Ltd. is one of the most professional manufacturers and suppliers of boc-2-fluoro-l-phenylalanine丨cas 114873-00-6 in China. Welcome to wholesale bulk high quality chemical products at competitive price from our factory. If you have any enquiry about custom service, please feel free to email us.
High Quality Boc-2-fluoro-L-phenylalanine丨CAS 114873-00-6
Boc-2-Fluoro-L-Phenylalanine (CAS 114873-00-6) is a protected fluorinated amino acid used in peptide synthesis, medicinal chemistry, and pharmaceutical research. It features an L-phenylalanine backbone with a fluorine atom at the ortho (2-) position of the aromatic ring and a tert-butoxycarbonyl (Boc) protecting group on the amino functionality. This combination provides a versatile building block for synthesizing modified peptides and specialized organic compounds while enabling controlled management of amino-group reactivity during multistep synthesis.
Chemical Identifiers
| InChI | InChI=1S/C14H18FNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-6-4-5-7-10(9)15/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1 |
| InChI Key | NTWUXBKUDXGMHV-NSHDSACASA-N |
| Smiles | CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1F)C(=O)O |
| EC No. | |
| MDL No. | MFCD00672520 |
| PubChem CID | 2734496 |
Applications
Applications in Peptide and Amino Acid Chemistry
Boc-2-Fluoro-L-Phenylalanine is used as a protected amino acid building block for preparing synthetic peptides and peptide analogues. The Boc group temporarily protects the amino group during peptide assembly and can be removed under suitable acidic conditions. Its L-configuration supports stereochemically defined synthesis, while the ortho-fluorinated aromatic side chain introduces a structural modification that researchers can investigate for its effects on peptide conformation, stability, and interactions with biological targets.
Applications in Medicinal Chemistry Research
In medicinal chemistry, Boc-2-Fluoro-L-Phenylalanine serves as an intermediate for preparing fluorinated amino acid derivatives and peptide-based research compounds. Fluorine substitution at the ortho position can influence the electronic properties and spatial characteristics of the aromatic side chain, potentially affecting molecular conformation, lipophilicity, metabolic behavior, and target interactions. Researchers can use this building block to explore structure–activity relationships and evaluate how positional fluorination affects compound properties.
Applications in Pharmaceutical Research
This compound supports pharmaceutical research involving modified peptides, amino acid-derived intermediates, and candidate molecules containing fluorinated aromatic groups. Its protected amino functionality facilitates incorporation into appropriate synthetic routes, while its defined L-stereochemistry helps maintain the desired configuration during compound preparation. It can be used in laboratory-scale studies investigating molecular recognition, biological activity, and the physicochemical properties of structurally modified compounds.
Applications in Organic Synthesis
Boc-2-Fluoro-L-Phenylalanine can also be used in multistep organic synthesis to prepare more complex molecules containing an ortho-fluorinated amino acid unit. The Boc group allows chemists to control amino-group reactivity and remove the protection when required by the synthesis plan. Its combination of a protected amino group and a fluorinated aromatic ring makes it relevant to the preparation of specialty amino acid derivatives, peptide intermediates, and research compounds.
