78183-34-3
DIBORON PINACOL ESTER;BIS(PINACOLATO)DIBORANE;BIS(2,2,3,3-TETRAMETHYL-2,3-BUTANEDIONATO)DIBORON;4,4,4',4',5,5,5',5'-OCTAMETHYL-2,2'-BIS(1,3,2-DIOXABOROLANE);4,4,4',4',5,5,5',5'-OCTAMETHYL-2,2'-BL-1,3,2-DIOXABOROLANE;4,4,5,5,4',4',5',5'-OCTAMETHYL-[2,2']BI[[1,3,2]DIOXABOROLANYL]
CAS: 78183-34-3
Molecular Formula: C66H98N20O24
78183-34-3 - Names and Identifiers
| Name | DIBORON PINACOL ESTER BIS(PINACOLATO)DIBORANE BIS(2,2,3,3-TETRAMETHYL-2,3-BUTANEDIONATO)DIBORON 4,4,4',4',5,5,5',5'-OCTAMETHYL-2,2'-BIS(1,3,2-DIOXABOROLANE) 4,4,4',4',5,5,5',5'-OCTAMETHYL-2,2'-BL-1,3,2-DIOXABOROLANE 4,4,5,5,4',4',5',5'-OCTAMETHYL-[2,2']BI[[1,3,2]DIOXABOROLANYL] |
| Synonyms | DIBORON PINACOL ESTER BIS(PINACOLATO)DIBORANE BIS(2,2,3,3-TETRAMETHYL-2,3-BUTANEDIONATO)DIBORON 4,4,4',4',5,5,5',5'-OCTAMETHYL-2,2'-BIS(1,3,2-DIOXABOROLANE) 4,4,4',4',5,5,5',5'-OCTAMETHYL-2,2'-BL-1,3,2-DIOXABOROLANE 4,4,5,5,4',4',5',5'-OCTAMETHYL-[2,2']BI[[1,3,2]DIOXABOROLANYL] |
| CAS | 78183-34-3 |
78183-34-3 - Physico-chemical Properties
| Molecular Formula | C66H98N20O24 |
| Molar Mass | 1555.63 |
| Density | 1.428±0.06 g/cm3(Predicted) |
| Melting Point | 137-140 °C(lit.) |
| Boling Point | 2142.4±65.0 °C(Predicted) |
| pKa | 3.49±0.10(Predicted) |
78183-34-3 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
78183-34-3 - Application
Pinacol bimoborate has the advantages of high reaction selectivity, mild conditions, and high yield in the Suzuki reaction. For some compounds whose substrates are unstable or need to improve the reaction selectivity, use pinacol bimoborate The reaction with aryl halides is a good choice. Examples of its application are as follows:
1. Preparation of an alkenyl boron ester, including a reaction system of a substrate copper salt catalyst, a ligand, a base and pinacol borate, the substrate and pinacol borate undergoes olefin dehydroboron esterification reaction. This method realizes simple olefin dehydroboron esterification under mild conditions (80~100 ℃), and uses this method to synthesize a biologically active molecule with estrone structure, which can be modified in the next step and then converted into a useful drug structure.
2. Preparation of 3, 4-dimethoxy-5-methylphenylboronic acid pinacol. 3, 4-dimethoxy-5-methylphenylboronic acid pinacol ester, as a novel borate synthetic block, can provide a novel structure for the research and development of new drugs, and will be used in the synthesis of natural products containing methyl methoxy substituted benzene ring structure. The method is realized by the following steps: 1) dissolving iridium reagent, ligand and pinacol biborate in solvent, stirring until dark green to obtain intermediate product; 2) adding 2, 3-dimethoxytoluene to the intermediate product, heating and refluxing for 6-9h to obtain the crude product of the target; 3) to the 3, the crude product of 4-dimethoxy-5-methylphenylboronic acid pinacol ester was concentrated and spin-dried, and 3, 4-dimethoxy-5-methylphenylboronic acid pinacol ester was separated by chromatographic column. The invention synthesizes 3,4-dimethoxy -5-methyl benzene boronic acid by using commercially available 2, 3-dimethoxy-toluene and biboronic acid as starting materials, the preparation method is simple, the separation is convenient, the yield is high, the selectivity is good, and the reagents used are commonly used reagents, cheap and easy to obtain.
Last Update：2024-04-09 20:52:54