959685-47-3

Basic information

• Product Name: (R)-4,4,5,5-tetramethyl-2-(1-phenylpentan-3-yl)-1,3,2-dioxaborolane
• Synonyms: (R)-4,4,5,5-tetramethyl-2-(1-phenylpentan-3-yl)-1,3,2-dioxaborolane
• CAS NO: 959685-47-3
• Molecular Weight: 274.211
• Mol File: 959685-47-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-4,4,5,5-tetramethyl-2-(1-phenylpentan-3-yl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4,4,5,5-tetramethyl-2-(1-phenylpentan-3-yl)-1,3,2-dioxaborolane(959685-47-3)
• EPA Substance Registry System: (R)-4,4,5,5-tetramethyl-2-(1-phenylpentan-3-yl)-1,3,2-dioxaborolane(959685-47-3)

Safety Data

• Hazardous Substances Data: 959685-47-3(Hazardous Substances Data)

Upstream product

• 82954-89-0 ethylboronic acid pinacol ester 
• 218601-55-9 3-phenylpropyl N,N-diisopropylcarbamate 
• 122-97-4 3-Phenyl-1-propanol 

Relevant articles and documents

Aminoazanium of DABCO: An Amination Reagent for Alkyl and Aryl Pinacol Boronates

The aminoazanium of DABCO (H2N-DABCO) has been developed as a general and practical amination reagent for the direct amination of alkyl and aryl pinacol boronates. This compound is stable and practical for use as a reagent. Various primary, secondary. and tertiary alkyl?Bpin and aryl?Bpin substrates were aminated to give the corresponding amine derivatives. The amination is stereospecific. The anti-Markovnikov hydroamination of olefins was easily achieved by catalytic hydroboration with HBpin and in subsequent situ amination using H2N-DABCO. Moreover, the combination of 1,2-diboration of olefins, using B2pin2, with this amination process achieved the unprecedented 1,2-diamination of olefins. The amination protocol was also successfully extended to aryl pinacol boronates.

Lithiated carbamates: Chiral carbenoids for iterative homologation of boranes and boronic esters

(Chemical Equation Presented) Take your pick: Either enantiomer of either diastereomer of substrates bearing adjacent stereogenic centers is accessible through reaction of an (R)- or (S)-lithiated carbamate with an (R)- or (S)-boronic ester (see scheme; pin = pinacolate, OCb = substituted carbamate).