1426957-75-6

Basic information

• Product Name: 3-benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS NO: 1426957-75-6
• Molecular Weight: 295.189
• Mol File: 1426957-75-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine(1426957-75-6)
• EPA Substance Registry System: 3-benzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine(1426957-75-6)

Safety Data

• Hazardous Substances Data: 1426957-75-6(Hazardous Substances Data)

Upstream product

• 1426957-57-4 (5-iodopyridin-3-yl)(phenyl)methanol 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1426957-63-2 3-(chloro(phenyl)methyl)-5-iodopyridine 
• 1426957-69-8 3-(chloro(phenyl)methyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine 
• 625-92-3 3,5-dibromopyridine 
• 53710-18-2 3,5-diiodopyridine 
• 76-09-5 2,3-dimethyl-2,3-butane diol 

Downstream Products

• 1426957-54-1 3-benzyl-5-(4-(5-isobutylpyridin-3-yl)-2-isopropylphenyl)pyridine 
• 1426957-55-2 3-benzyl-5-(2-(sec-butyl)-4-(5-(naphthalen-2-ylmethyl)pyridin-3-yl)phenyl)pyridine 

Relevant articles and documents

A Modular Synthesis of Teraryl-Based α-Helix Mimetics, Part 4: Core Fragments with Two Halide Leaving Groups Featuring Side Chains of Proteinogenic Amino Acids

Teraryl-based α-helix mimetics have proven to be useful compounds for the inhibition of protein-protein interactions (PPI). We have developed a modular and flexible approach for the synthesis of teraryl-based α-helix mimetics using a benzene core unit featuring two halide leaving groups of differentiated reactivity in the Pd-catalyzed cross-coupling used for teraryl assembly. The use of para-bromo iodoarene core fragments resolved the issue of hydrolysis during cross-coupling that was observed when using triflate as a leaving group. We report a complete set of para-bromoiodoarene core fragments decorated with side chains of all proteinogenic amino acids relevant for PPI (Ala, Arg, Asn, Asp, Cys, Gln, Glu, His, Ile, Leu, Lys, Met, Phe, Ser, Thr, Trp, Tyr and Val). In order to be compatible with general cross-coupling conditions, some of the nucleophilic side chains had to be provided in a protected form to serve as stable building blocks.