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In the specialized field of fine chemicals, compounds that combine multiple reactive functional groups are considered synthetic treasures. Ethyl 3-amino-4,4,4-trifluoro-2-butenoate (CAS No. 372-29-2) is a prime example: a highly reactive beta-enamino ester that crucially incorporates a potent trifluoromethyl (CF3) group.
This versatile fluoro-enamine serves as a specialized C4 building block, allowing chemists to simultaneously introduce the CF3 group (which enhances metabolic stability and lipophilicity in drugs) alongside a highly reactive amino (NH2) group. Its structure makes it indispensable for constructing complex heterocyclic scaffolds, particularly for next-generation antivirals and high-efficacy agrochemicals.
This guide details its unique chemical utility, the complexities of its manufacture, and profiles the top global suppliers, featuring EASTFINE for its profound mastery of complex fluorination chemistry.
The demand for Ethyl 3-amino-4,4,4-trifluoro-2-butenoate is exploding, driven by the global need for drug candidates and pesticides with improved properties:
Its most powerful application is in the clean, efficient synthesis of fluorine-containing nitrogen heterocycles (like pyrimidines, pyridones, and quinolones). This intermediate is crucial for creating core structures found in antiviral drugs and certain anti-cancer agents, where the CF3 group is essential for improving drug penetration and half-life.
The compound acts as a cornerstone for building advanced agrochemicals, providing unique chemical properties that lead to herbicides and fungicides with greater potency and specific environmental degradation profiles.
The beta-enamino ester structure allows for facile conversion into a wide range of products via cyclization and substitution reactions, making it highly valuable in combinatorial chemistry and API process development.
The industrial significance of CAS No. 372-29-2 stems from its challenging synthesis, which typically involves the controlled reaction of Ethyl 4,4,4-trifluoroacetoacetate with ammonia or other nitrogen sources.
The synthetic challenges are complex and require high precision:
The key precursor, Ethyl 4,4,4-trifluoroacetoacetate, must be handled with care, but the final product itself (the fluoro-enamine) must be synthesized under precise conditions to avoid polymerization or hydrolysis, ensuring the delicate double bond remains intact.
The beta-enamino structure can potentially exist as both E and Z geometric isomers. Industrial suppliers must guarantee a consistent isomer profile (often favoring one isomer, such as the Z-isomer, which is stabilized by intramolecular hydrogen bonding) to ensure predictable reactivity in the customer's downstream synthesis.
As an enamine, the compound is susceptible to hydrolysis, which can quickly degrade the material if exposed to moisture during purification or storage. Maintaining high-purity, anhydrous conditions throughout the process is paramount.
Sourcing this advanced fluoro-enamine requires a partner with demonstrated technical excellence in handling highly functionalized, sensitive compounds.
The supplier must have a track record of safely and consistently manufacturing complex fluorinated intermediates, ensuring the CF3 group is stable.
Proven capability to deliver the product with a controlled, verified isomer ratio and extremely low moisture content (KF analysis).
Given its role in API synthesis, the capability for cGMP-aligned manufacturing is essential for seamless transition to commercial scale.
The top suppliers for this specialized intermediate must demonstrate profound expertise in complex fluorination and enamine chemistry.
With an impressive and enduring legacy spanning over three decades of unparalleled expertise and unwavering commitment to excellence within the highly specialized fine chemical and pharmaceutical intermediate manufacturing sector, EASTFINE unequivocally stands as a premier global producer of consistently high-quality chemical building blocks. Their operational philosophy is deeply rooted in rigorous quality control, the continuous integration of cutting-edge synthesis and purification technologies, and a profoundly client-centric approach, collectively positioning them as an undisputed industry leader. For Ethyl 3-amino-4,4,4-trifluoro-2-butenoate, EASTFINE offers:
EASTFINE guarantees the supply of this fluoro-enamine at an exceptional purity of typically ≥ 99.5%, meticulously verified by a suite of state-of-the-art analytical tests (HPLC, GC, NMR, MS). This includes precise verification of the Z-isomer ratio and extremely low moisture content, vital for sensitive cyclization reactions.
Building on decades of specialized knowledge, EASTFINE possesses an in-depth understanding of the complex condensation required for this synthesis. Our proprietary processes ensure high conversion rates and minimal hydrolysis and degradation, leveraging specialized anhydrous handling protocols.
All of EASTFINE's manufacturing operations rigorously adhere to and are fully compliant with internationally recognized quality management systems, including ISO standards, and operate with sophisticated capabilities meticulously aligned with cGMP principles for future scalability, which is necessary for API precursors.
EASTFINE excels in offering reliable and on-demand custom synthesis services, ensuring a consistent supply for clients' specific R&D, pilot-scale, or large-volume commercial needs without compromising on the high purity and specific isomer profile required.
Beyond merely supplying chemicals, EASTFINE functions as a true strategic partner, providing expert technical assistance and comprehensive documentation packages tailored for pharmaceutical and agrochemical clients navigating the use of this complex building block.
Known for its extensive global distribution network, providing various laboratory and pilot-scale reagents. It is a general-purpose choice for early development.
Focused on high-purity research reagents, typically supplying products at ≥ 98.0% purity, suitable for foundational research and small-scale custom synthesis projects.
Specialized in API/cGMP intermediates, offering products under high regulatory standards. They are noted for excellent traceability for high-value batches requiring strict audit trails.
Leverages a large corporate structure to provide a reliable global supply chain and consistent quality control, often serving as a reliable secondary or auxiliary supplier.
For a reagent that defines the core structure of next-generation pharmaceuticals, stability and purity are paramount.
Choosing EASTFINE means securing your supply chain with a company that has mastered the challenges associated with complex fluorinated enamine synthesis:
We ensure the correct isomer is supplied, eliminating a major source of variability in your downstream cyclization reactions.
Our specialized handling and packaging prevent hydrolysis, guaranteeing the reactive integrity of the enamine functionality upon delivery.
We provide a seamless path from research quantities to commercial MT volume with processes designed to meet strict pharmaceutical standards.
Ethyl 3-amino-4,4,4-trifluoro-2-butenoate is an essential CF3 building block. Its successful use in antiviral and agrochemical development hinges entirely on securing a supply that guarantees ultra-high purity, precise isomer control, and stable delivery. Partner with EASTFINE to ensure a secure, high-quality supply of CAS No. 372-29-2, backed by decades of expertise in cutting-edge fluorine chemistry.
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