257299-03-9

Basic information

• Product Name: (R)-(+)-4,4,5,5-tetramethyl-2-(2-phenylpropyl)-1,3,2-dioxaborolane
• Synonyms: (R)-(+)-4,4,5,5-tetramethyl-2-(2-phenylpropyl)-1,3,2-dioxaborolane
• CAS NO: 257299-03-9
• Molecular Weight: 246.157
• Mol File: 257299-03-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (R)-(+)-4,4,5,5-tetramethyl-2-(2-phenylpropyl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-4,4,5,5-tetramethyl-2-(2-phenylpropyl)-1,3,2-dioxaborolane(257299-03-9)
• EPA Substance Registry System: (R)-(+)-4,4,5,5-tetramethyl-2-(2-phenylpropyl)-1,3,2-dioxaborolane(257299-03-9)

Safety Data

• Hazardous Substances Data: 257299-03-9(Hazardous Substances Data)

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 100-42-5 styrene 
• 73183-34-3 bis(pinacol)diborane 
• 74-88-4 methyl iodide 
• 88-65-3 2-bromobenzoic-acid 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 7073-69-0 2-(2-bromophenyl)propanol 
• 7073-70-3 1-bromo-2-isopropenylbenzene 
• 1187525-03-6 (Z)-4,4,5,5-tetramethyl-2-(2-phenylprop-1-en-1-yl)-1,3,2-dioxaborolane 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 916658-73-6 C₁₅H₂₁BO₂ 
• 98-83-9 isopropenylbenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 37778-99-7 (S)-2-phenyl-1-propanol 

Relevant articles and documents

Rh-Catalyzed Asymmetric Hydrogenation of α,β- and β,β-Disubstituted Unsaturated Boronate Esters

A highly enantioselective hydrogenation of α,β-unsaturated boronate esters catalyzed by Rh-(S)-DTBM-Segphos complex has been developed. Both (Z)-α,β- and β,β-disubstituted substrates can be successfully hydrogenated to afford chiral boronates with excellent enantioselectivities, up to 98 % ee. Furthermore, the obtained chiral boronate esters, as important versatile synthetic intermediates are successfully transformed to the corresponding chiral alcohols, amines and other important derivatives with maintained enantioselectivities.

Selective C?N Borylation of Alkyl Amines Promoted by Lewis Base

An efficient method for the metal-free deaminative borylation of alkylamines, using bis(catecholato)diboron as the boron source, to directly synthesize various alkyl potassium trifluoroborate salts is introduced. The key to this high reactivity is the utilization of pyridinium salt activated alkylamines, with a catalytic amount of a bipyridine-type Lewis base as a promoter. This transformation shows good functional-group compatibility (e.g., it is unimpeded by the presence of a ketone, indole, internal alkene, or unactivated alkyl chloride) and can serve as a powerful synthetic tool for borylation of amine groups in complex compounds. Mechanistic experiments and computations suggest a mechanism in which the Lewis base activated B2cat2 unit intercepts an alkyl radical generated by single-electron transfer (SET) from a boron-based reductant.

Copper-Catalyzed Asymmetric Hydroboration of 1,1-Disubstituted Alkenes

A mild and efficient approach for highly regio- and enantioselective copper-catalyzed hydroboration of 1,1-diaryl substituted alkenes with bis(pinacolato)diboron (B2Pin2) was developed for the first time, providing facile access to a