Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole (CAS: 1086111-09-2) is a high-purity boronic ester derivative of thiazole, widely utilized in organic synthesis and pharmaceutical research. This compound features a pinacol-protected boronate group, enhancing its stability and reactivity in Suzuki-Miyaura cross-coupling reactions. With a molecular formula of C₉H₁₄BNO₂S, it serves as a versatile intermediate for constructing complex heterocyclic frameworks. Ideal for researchers in medicinal chemistry and materials science, this product is rigorously tested for consistency and supplied with comprehensive analytical data (NMR, HPLC, MS). Store under inert conditions to maintain optimal stability.

Properties

• CAS Number: 1086111-09-2
• Complexity: 219
• IUPAC Name: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
• InChI: InChI=1S/C9H14BNO2S/c1-8(2)9(3,4)13-10(12-8)7-5-11-6-14-7/h5-6H,1-4H3
• InChI Key: ODYWLZYOVWNCGN-UHFFFAOYSA-N
• Exact Mass: 211.0838300
• Molecular Formula: C9H14BNO2S
• Molecular Weight: 211.09
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=CS2
• Topological: 59.6
• Monoisotopic Mass: 211.0838300
• Synonyms: 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1,3-THIAZOLE, DTXSID40671314, DTXCID40622063, 1086111-09-2, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole, THIAZOLE-5-BORONIC ACID PINACOL ESTER, Thiazol-5-ylboronic acid pinacol ester, 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole, MFCD10697440, THIAZOLE, 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, ODYWLZYOVWNCGN-UHFFFAOYSA-N, SCHEMBL1428122, CHEMBL3236903, ALBB-018338, BCP18333, 5-thiazoleboronic acid pinacol ester, BBL101627, STL555423, AKOS015939977, CS-W006517, PB23814, NCGC00663159-01, THIAZOLE-5-BORONICACIDPINACOLESTER, AC-31787, AS-31751, SY023361, DB-020973, EN300-136792, Z1269186805, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thiazole

This compound is primarily employed in palladium-catalyzed cross-coupling reactions to introduce thiazole moieties into target molecules. It enables the synthesis of bioactive compounds, agrochemicals, and advanced materials. Suitable for medicinal chemistry applications, including kinase inhibitor development. Compatible with a wide range of functional groups due to its robust boronate ester protection.

Safety and Hazards

GHS Hazard Statements

• H301 (90.9%): Toxic if swallowed [Danger Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P316, P321, P330, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (90.9%)

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