Description

N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzo[d]thiazol-2-amine (CAS No. 330793-85-6) is a high-purity boronic ester derivative with the molecular formula C₁₉H₂₁BN₂O₂S. This compound features a benzothiazole amine moiety linked to a phenyl ring bearing a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane group, making it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions. Its robust structure ensures stability under various synthetic conditions, while the boronic ester group enhances solubility in organic solvents. Ideal for pharmaceutical research, materials science, and organic synthesis, this reagent is supplied with comprehensive analytical data (NMR, HPLC, MS) to guarantee quality and consistency. Store under inert conditions to maintain reactivity.

Properties

• CAS Number: 330793-85-6
• Complexity: 466
• IUPAC Name: N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3-benzothiazol-2-amine
• InChI: InChI=1S/C19H21BN2O2S/c1-18(2)19(3,4)24-20(23-18)13-9-11-14(12-10-13)21-17-22-15-7-5-6-8-16(15)25-17/h5-12H,1-4H3,(H,21,22)
• InChI Key: ZPVDTNXPTWRHMB-UHFFFAOYSA-N
• Exact Mass: 352.1416793
• Molecular Formula: C19H21BN2O2S
• Molecular Weight: 352.3
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)NC3=NC4=CC=CC=C4S3
• Topological: 71.6
• Monoisotopic Mass: 352.1416793
• Synonyms: 330793-85-6, N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzo[d]thiazol-2-amine, N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3-benzothiazol-2-amine, C19H21BN2O2S, SCHEMBL5804543, DTXSID10625086, ZPVDTNXPTWRHMB-UHFFFAOYSA-N, AKOS016006771, DS-18435, DB-096691, CS-0153855, C74691, N2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3-benzothiazol-2-amine

Application

This compound is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds, which are prevalent in drug discovery and materials science. Its boronic ester group enables efficient coupling with aryl halides under mild conditions. Researchers also employ it in the development of fluorescent probes and optoelectronic materials due to its benzothiazole scaffold. Additionally, it serves as a building block for bioactive molecules targeting kinases and other therapeutic proteins.

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