1048970-17-7

Basic information

• Product Name: tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate
• Synonyms: 1-BOC-PIPERIDINE-4-BORONIC ACID PINACOL ESTER;TERT-BUTOXYCARBONYLPIPERIDINE-4-BORONIC ACID, PINACOL ESTER;N-Boc-piperidine-4-boronic acid pinacol ester;1-Boc-piperidin-4-ylboronic acid pinacol ester;1-Piperidinecarboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester;Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidin-1-carboxylate;1-(tert-Butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine, tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate;Piperidine-4-boronic acid, pinacol ester, N-BOC protected 97%
• CAS NO: 1048970-17-7
• Molecular Formula: C₁₆H₃₀BNO₄
• Molecular Weight: 311.2247
• Product Categories: Alkyl;Organoborons
• Mol File: 1048970-17-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 60-65°C
• Boiling Point: 358.8 °C at 760 mmHg
• Flash Point: 170.8 °C
• Appearance: /
• Density: 1.03
• Storage Temp.: 2-8°C
• PKA: -1.07±0.40(Predicted)
• CAS DataBase Reference: tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate(1048970-17-7)
• EPA Substance Registry System: tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate(1048970-17-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 1048970-17-7(Hazardous Substances Data)

Usage

Uses

1-Boc-piperidin-4-ylboronic acid, pinacol ester

Upstream product

• 75844-69-8 t-butyl piperidinecarboxylate 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 1612172-49-2 tert-butyl 4-(((methylthio)carbonothioyl)oxy)piperidine-1-carboxylate 

Downstream Products

• 91419-52-2 1-tert-butoxycarbonyl-4-cyanopiperidine 
• 1218790-99-8 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine hydrochloride 
• 174822-86-7 4-(2-hydroxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 149377-19-5 4-(4-hydroxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 1198408-35-3 6-amino-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1'-carboxylic acid tert-butyl ester 
• 180307-56-6 tert-butyl 4-ethenylpiperidine-1-carboxylate 
• 1093759-68-2 tert-butyl 4-(difluoromethyl)piperidine-1-carboxylate 

Relevant articles and documents

Diverse functionalization of strong alkyl C–H bonds by undirected borylation

The selective functionalization of strong, typically inert carbon-hydrogen (C–H) bonds in organic molecules is changing synthetic chemistry. However, the undirected functionalization of primary C–H bonds without competing functionalization of secondary C–H bonds is rare. The borylation of alkyl C–H bonds has occurred previously with this selectivity, but slow rates required the substrate to be the solvent or in large excess. We report an iridium catalyst ligated by 2-methylphenanthroline with activity that enables, with the substrate as limiting reagent, undirected borylation of primary C–H bonds and, when primary C–H bonds are absent or blocked, borylation of strong secondary C–H bonds. Reactions at the resulting carbon-boron bond show how these borylations can lead to the installation of a wide range of carbon-carbon and carbon-heteroatom bonds at previously inaccessible positions of organic molecules.