134892-18-5

Basic information

• Product Name: 3-(N,N-Dimethylamino)-3-oxopropylboronic acid pinacol ester
• Synonyms: 2-(N,N-DiMethylaMinocarbonyl)ethylboronic acid pinacol ester;N,N-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide;N,N-Dimethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl) proprionamide;3-(N,N-Dimethylamino)-3-oxopropylboronic acid pinacol ester;N,N-Dimethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl) propionamide;2-(Dimethylaminocarbonyl)ethylboronic acid;3-(N,N-Dimethylamino)-3-oxopropylboronic acid pinacol este;2-(DiMethylaMinocarbonyl)ethylboronic acid, pinacol ester
• CAS NO: 134892-18-5
• Molecular Formula: C₁₁H₂₂BNO₃
• Molecular Weight: 227.11
• Product Categories: Alkyl;Organoborons
• Mol File: 134892-18-5.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 286.9±23.0 °C(Predicted)
• Appearance: /
• Density: 0.98±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -0.40±0.70(Predicted)
• CAS DataBase Reference: 3-(N,N-Dimethylamino)-3-oxopropylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(N,N-Dimethylamino)-3-oxopropylboronic acid pinacol ester(134892-18-5)
• EPA Substance Registry System: 3-(N,N-Dimethylamino)-3-oxopropylboronic acid pinacol ester(134892-18-5)

Safety Data

• Hazardous Substances Data: 134892-18-5(Hazardous Substances Data)

Usage

General Description

The chemical 3-(N,N-Dimethylamino)-3-oxopropylboronic acid pinacol ester, also known as DMAPB pinacol ester, is a boronic acid derivative commonly used in organic synthesis as a reagent for the selective functionalization of alcohols and amines. It contains a boronic acid group, which allows it to participate in various cross-coupling and C-H activation reactions. The pinacol ester moiety enhances the stability of the boronic acid group and improves its reactivity. DMAPB pinacol ester is a versatile and valuable tool in the field of organic chemistry, with applications in the synthesis of pharmaceuticals, agrochemicals, and materials science. Its unique properties make it a popular choice for researchers and synthetic chemists.

Upstream product

• 2680-03-7 N,N-Dimethylacrylamide 
• 73183-34-3 bis(pinacol)diborane 
• 67-56-1 methanol 
• 7732-18-5 water 

Downstream Products

• 1236981-85-3 3-(3-methoxyphenyl)propanoic acid dimethylamide 

Relevant articles and documents

β-Borylation of conjugated carbonyl compounds with silylborane or bis(pinacolato)diboron catalyzed by Au nanoparticles

Conjugated aldehydes and ketones undergo reaction with Me2PhSiBpin (pin: pinacolato) catalyzed by Au nanoparticles supported on TiO2 forming exclusively the β-borylation products, via the intermediate formation of the labile silaboration adducts. This chemoselectivity pathway is complementary to the so far known analogous reaction catalyzed by other metals, where β-silylation occurs instead. β-Borylation also occurs with pinBBpin under identical reaction conditions in a variety of conjugated carbonyl compounds, including esters and amides which are unreactive in their attempted Au-catalyzed silaboration. This journal is

?-boration of alkene and alkyne intermediates

The present invention relates to the field of organic chemistry, and in particular to the preparation of β-borated compounds. These β-borated compounds can be used as intermediates in the synthesis of pharmaceutically active agents such as Sitagliptin.

?-boration of alkene and alkyne intermediates

The present invention relates to the field of organic chemistry, and in particular to the preparation of β-borated compounds. These β-boated compounds can be used as intermediates in the synthesis of pharmaceutically active agents such as Sitagliptin.