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CAS 1032758-88-5

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[2-[(tert-Butoxycarbonyl)amino]pyrimidin-5-yl]boronic acid pinacol ester

Description:
[2-[(tert-Butoxycarbonyl)amino]pyrimidin-5-yl]boronic acid pinacol ester is a boronic acid derivative characterized by the presence of a pyrimidine ring substituted with a tert-butoxycarbonyl (Boc) amino group. This compound features a boronic acid moiety, which is known for its ability to form reversible covalent bonds with diols, making it useful in various applications, including organic synthesis and medicinal chemistry. The pinacol ester formation enhances its stability and solubility, facilitating its use in reactions such as Suzuki coupling. The tert-butoxycarbonyl group serves as a protective group for the amino functionality, allowing for selective reactions without interfering with the boronic acid's reactivity. Overall, this compound exhibits properties typical of boronic acids, including moderate polarity and the ability to participate in coordination chemistry, making it a valuable intermediate in the synthesis of more complex organic molecules. Its specific applications may vary, but it is often explored in the context of drug development and material science.
Formula:C15H24BN3O4
InChI:InChI=1S/C15H24BN3O4/c1-13(2,3)21-12(20)19-11-17-8-10(9-18-11)16-22-14(4,5)15(6,7)23-16/h8-9H,1-7H3,(H,17,18,19,20)
SMILES:CC(C)(C)OC(=Nc1ncc(cn1)B1OC(C)(C)C(C)(C)O1)O
Synonyms:
  • 2-(tert-Butoxycarbonylamino)pyrimidine-5-boronic acid, pinacol ester
  • N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrimidinyl]carbamic acid 1,1-dimethylethyl ester
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