tert-Butyl 2,2,2-trichloroacetimidate CAS: 98946-18-0
Catalog Number | XD94143 |
Product Name | tert-Butyl 2,2,2-trichloroacetimidate |
CAS | 98946-18-0 |
Molecular Formula | C6H10Cl3NO |
Molecular Weight | 218.51 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
Tert-butyl 2,2,2-trichloroacetimidate is a chemical compound that finds application in various fields, primarily in organic synthesis and medicinal chemistry. It is often used as a protecting group for amine functionalities due to its stability and ease of installation and removal.One of the significant uses of tert-butyl 2,2,2-trichloroacetimidate is in the protection of amines during multi-step organic synthesis. Amines are reactive functional groups that can undergo undesirable side reactions during transformations, leading to decreased yields or formation of unwanted products. By temporarily masking the amine group with tert-butyl 2,2,2-trichloroacetimidate, chemists can selectively direct reactions towards desired outcomes.The installation of tert-butyl 2,2,2-trichloroacetimidate protection generally involves treating the amine with the reagent in the presence of a base. This reaction results in the formation of an iminium ion, which is stabilized by the presence of the tert-butyl group. The protection is often accomplished under mild reaction conditions and can be performed on a wide range of amines.Once the desired reactions involving other functional groups are completed, the tert-butyl 2,2,2-trichloroacetimidate protection can be removed. This deprotection step is typically achieved by treatment with acids or Lewis acids, leading to the release of the protected amine group under relatively mild conditions.Besides its role as a protecting group, tert-butyl 2,2,2-trichloroacetimidate can also be used as a versatile starting material for the synthesis of various biologically active compounds. It has been utilized in the preparation of pharmaceuticals and natural products, providing a valuable building block for complex molecule synthesis.Overall, tert-butyl 2,2,2-trichloroacetimidate serves as a useful tool in synthetic chemistry, enabling chemists to control the reactivity and selectivity of amine-containing compounds. Its ease of installation and removal, along with its compatibility with various reaction conditions, make it a popular choice in the field. Researchers continue to explore and expand its applications, further highlighting its importance in organic synthesis and medicinal chemistry.