The Chemical Properties and Synthesis of Boc-L-2-F-Phenylalanine
Boc-L-2-F-Phenylalanine, identified by CAS number 114873-00-6, is a crucial derivative of the amino acid phenylalanine that finds extensive application in organic synthesis, particularly within the pharmaceutical and peptide research sectors. Its utility stems from a combination of a protective group and a strategically placed fluorine atom, making it a target of interest for chemists seeking to build complex molecules with tailored properties.
Understanding the Structure and Properties
At its core, Boc-L-2-F-Phenylalanine is an L-phenylalanine molecule where the alpha-amino group is protected by a tert-butyloxycarbonyl (Boc) group. This protection is essential for controlling reactivity during multi-step syntheses, preventing premature reactions or unwanted side products. The distinctive feature is the fluorine atom substituted at the ortho (2-) position of the phenyl ring. This substitution significantly influences the molecule's electronic distribution and lipophilicity, which are critical for its downstream applications in medicinal chemistry and material science.
The compound typically presents as a white to off-white solid or powder. Its solubility in common organic solvents such as chloroform, dichloromethane, and ethyl acetate facilitates its use in various reaction conditions. The Boc group's lability under acidic conditions allows for its selective removal, revealing the free amine for further coupling reactions, a hallmark of its utility in peptide synthesis. Researchers often seek detailed information regarding its molecular formula (C14H18FNO4) and molecular weight (approximately 283.3 g/mol).
Synthetic Routes and Manufacturing Excellence
The synthesis of Boc-L-2-F-Phenylalanine involves specific chemical transformations designed to introduce both the Boc group and the fluorine atom onto the phenylalanine backbone. While various synthetic strategies exist, common methods often begin with protected or functionalized phenylalanine precursors. Chemical manufacturers employ controlled reaction conditions, often involving fluorinating reagents and Boc protection agents, to yield the desired product with high purity. For instance, some synthesis pathways might involve direct fluorination of phenylalanine derivatives or coupling reactions with fluorinated precursors.
For those looking to buy Boc-L-2-F-Phenylalanine, sourcing from a reputable manufacturer or supplier is key. A good supplier in China, for example, can offer the product with guaranteed purity levels (often ≥97%), competitive pricing, and reliable availability for both research quantities and bulk orders. Ensuring you can obtain the correct CAS number (114873-00-6) and accurate product specifications from your chosen vendor is crucial for successful procurement. The ability to purchase Boc-L-2-F-Phenylalanine from a trusted source ensures the integrity of your synthetic processes and the quality of your final products.
In essence, Boc-L-2-F-Phenylalanine's combination of a protecting group and a fluorine substituent makes it a highly valuable intermediate. Its chemical properties and the availability of refined synthesis methods by experienced manufacturers empower chemists to innovate in peptide science and pharmaceutical development.
Perspectives & Insights
Nano Explorer 01
“This substitution significantly influences the molecule's electronic distribution and lipophilicity, which are critical for its downstream applications in medicinal chemistry and material science.”
Data Catalyst One
“Its solubility in common organic solvents such as chloroform, dichloromethane, and ethyl acetate facilitates its use in various reaction conditions.”
Chem Thinker Labs
“The Boc group's lability under acidic conditions allows for its selective removal, revealing the free amine for further coupling reactions, a hallmark of its utility in peptide synthesis.”