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Bulk Supply 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane丨CAS 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS 61676-62-8), also known as isopropyl pinacol borate, is an organoboron compound belonging to the family of boronic acid esters. Its molecular structure features a boron atom bonded to an isopropoxy group and a pinacol-derived cyclic ester framework. This compound is used as a boron-containing reagent and building block in organic synthesis, particularly in the preparation and modification of organoboron intermediates for pharmaceutical research and specialty chemical development.
Chemical Identifiers
| InChI | 1S/C9H19BO3/c1-7(2)11-10-12-8(3,4)9(5,6)13-10/h7H,1-6H3 |
| InChI Key | MRWWWZLJWNIEEJ-UHFFFAOYSA-N |
| Smiles | CC1(C)C(C)(C)OB(OC(C)C)O1 |
| EC No. | 612-189-2 |
| MDL No. | MFCD00192241 |
| PubChem CID | 5017741 |
Applications
Applications in Organoboron Chemistry
This compound is relevant to the preparation and transformation of organoboron compounds. Its boron center can participate in reactions with suitable organometallic reagents and other nucleophilic species, providing routes to different boron-containing intermediates. Such transformations are useful in developing synthetic methods and preparing boronate esters for subsequent carbon–carbon bond formation.
Applications in Boronate Ester Synthesis
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can serve as a boron source in the preparation of functionalized boronate esters. Through appropriate reactions with compatible carbon-based reagents, it can contribute to the formation of organoboron structures used in cross-coupling chemistry and multistep organic synthesis. Its pinacol-derived framework is particularly relevant to the preparation of boron-protected intermediates.
Applications in Pharmaceutical Intermediate Synthesis
Organoboron intermediates are important tools in pharmaceutical synthesis because they provide access to carbon–carbon bond-forming transformations. This compound may be used in synthetic routes involving the preparation of boronate esters and other boron-containing building blocks for pharmaceutical research. These intermediates can subsequently be incorporated into complex molecular frameworks through suitable coupling and functional-group transformations.
Applications in Synthetic Methodology Development
The compound is useful in research focused on boron-mediated organic transformations and the development of new synthetic procedures. Its boron-containing structure provides opportunities to investigate reagent compatibility, boronate ester formation, and the preparation of intermediates for selective functionalization. These studies support advances in organoboron chemistry and complex molecule synthesis.
