1380313-77-8

Basic information

• Product Name: 4,4,5,5-tetramethyl-2-(2-methyl-1-phenyl-n-propan-2-yl)-1,3,2-dioxaborolane
• Synonyms: 4,4,5,5-tetramethyl-2-(2-methyl-1-phenyl-n-propan-2-yl)-1,3,2-dioxaborolane
• CAS NO: 1380313-77-8
• Molecular Weight: 260.184
• Mol File: 1380313-77-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4,4,5,5-tetramethyl-2-(2-methyl-1-phenyl-n-propan-2-yl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-tetramethyl-2-(2-methyl-1-phenyl-n-propan-2-yl)-1,3,2-dioxaborolane(1380313-77-8)
• EPA Substance Registry System: 4,4,5,5-tetramethyl-2-(2-methyl-1-phenyl-n-propan-2-yl)-1,3,2-dioxaborolane(1380313-77-8)

Safety Data

• Hazardous Substances Data: 1380313-77-8(Hazardous Substances Data)

Upstream product

• 768-49-0 (2-methyl-1-propenyl)-benzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 100-86-7 2-Methyl-1-phenyl-2-propanol 
• 73183-34-3 bis(pinacol)diborane 
• 23264-13-3 2-methyl-1-phenyl-2-propyl bromide 

Relevant articles and documents

Selective electrocatalytic hydroboration of aryl alkenes

Organoboron compounds are powerful precursors of value-added organic compounds in synthetic chemistry, and transition metal-catalysed borylation has always been dominant. To avoid toxic reagents and costs associated with metal catalysts, simpler, more eco

CU-AND NI-CATALYZED DECARBOXYLATIVE BORYLATION REACTIONS

The invention is directed to methods of converting a carboxylic acid group in a compound, via a redox active ester, to a corresponding boronic ester by treatment with bis(pinacolato)diboron-alkyllithium complex in the presence of a ligand, a Ni(ll) salt or a copper salt, and an Mg(ll) salt, in the presence of an alkyllithium or a lithium hydroxide or alkoxide salt. The product pinacolato boronate ester can be cleaved to provide a boronic acid. The invention is also directed to methods of preparing various compounds of medical value comprising boronic acid groups, and to novel boronic-acid containing compounds of medicinal value, including an atorvastatin boronic acid analog, a vancomycin aglycone boronic acid analog, and boronic acid containing elastase inhibitors mCBK319, mCBK320, mCBK323, and RPX-7009.

Metal-free C-H alkylation of heteroarenes with alkyltrifluoroborates: A general protocol for 1°, 2° and 3° alkylation

A photoredox-catalyzed C-H functionalization of heteroarenes using a variety of primary, secondary, and tertiary alkyltrifluoroborates is reported. Using Fukuzumi's organophotocatalyst and a mild oxidant, conditions amenable for functionalizing complex heteroaromatics are described, providing a valuable tool for late-stage derivatization. The reported method addresses the three major limitations of previously reported photoredox-mediated Minisci reactions: (1) use of superstoichiometric amounts of a radical precursor, (2) capricious regioselectivity, and (3) incorporation of expensive photocatalysts. Additionally, a number of unprecedented, complex alkyl radicals are used, thereby increasing the chemical space accessible to Minisci chemistry. To showcase the application in late-stage functionalization, quinine and camptothecin analogues were synthesized. Finally, NMR studies were conducted to provide a rationalization for the heteroaryl activation that permits the use of a single equivalent of radical precursor and also leads to enhanced regioselectivity. Thus, by 1H and 13C NMR a distinct heteroaryl species was observed in the presence of acid catalyst and BF3.