1032758-88-5

Basic information

• Product Name: 2-(TERT-BUTOXYCARBONYLAMINO)PYRIMIDINE-5-BORONIC ACID, PINACOL ESTER
• Synonyms: 2-(TERT-BUTOXYCARBONYLAMINO)PYRIMIDINE-5-BORONIC ACID, PINACOL ESTER;[2-[(tert-Butoxycarbonyl)amino]pyrimidin-5-yl]boronic acid pinacol ester;N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrimidinyl]carbamic acid 1,1-dimethylethyl ester;2-(tert-Butoxycarbonylamino)pyrimidine-5-boronic;t-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrimidin-2-ylcarbamate;2-Aminopyrimidine-5-boronic acid, pinacol ester, 2-BOC protected;2-(tert-Butoxycarbonylamino)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine, 2-(tert-Butoxycarbonylamino)pyrimidine-5-boronic acid, pinacol ester;2-(N-BOC-aMino)pyriMidin-5-ylboronic acid pinacol ester
• CAS NO: 1032758-88-5
• Molecular Formula: C₁₅H₂₄BN₃O₄
• Molecular Weight: 321.18
• Mol File: 1032758-88-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.13
• Storage Temp.: 2-8°C
• PKA: 11.38±0.70(Predicted)
• CAS DataBase Reference: 2-(TERT-BUTOXYCARBONYLAMINO)PYRIMIDINE-5-BORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TERT-BUTOXYCARBONYLAMINO)PYRIMIDINE-5-BORONIC ACID, PINACOL ESTER(1032758-88-5)
• EPA Substance Registry System: 2-(TERT-BUTOXYCARBONYLAMINO)PYRIMIDINE-5-BORONIC ACID, PINACOL ESTER(1032758-88-5)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• Hazardous Substances Data: 1032758-88-5(Hazardous Substances Data)

Usage

General Description

The chemical 2-(tert-Butoxycarbonylamino)pyrimidine-5-boronic acid, pinacol ester is a boronic acid derivative that contains a pyrimidine ring structure. It has a tert-butoxycarbonylamino group attached to the pyrimidine ring and a boronic acid pinacol ester group. 2-(tert-Butoxycarbonylamino)pyrimidine-5-boronic acid, pinacol ester is often used in chemical synthesis and pharmaceutical research as a building block for creating new molecules. Boronic acids are known for their ability to form reversible covalent bonds with diols and other nucleophiles, making them valuable tools in the development of various chemical reactions and drug discovery processes. Overall, this chemical has potential applications in medicinal and material chemistry, as well as in biological research.

InChI:InChI=1S/C15H24BN3O4/c1-13(2,3)21-12(20)19-11-17-8-10(9-18-11)16-22-14(4,5)15(6,7)23-16/h8-9H,1-7H3,(H,17,18,19,20)

Upstream product

• 883231-23-0 tert-butyl (5-bromopyrimidin-2-yl)carbamate 
• 73183-34-3 bis(pinacol)diborane 
• 402960-38-7 5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrimidin-2-ylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1072850-89-5 benzhydrylidene-(5-bromo-pyrimidine-2-yl)amine 

Relevant articles and documents

Discovery of 2-(2-aminopyrimidin-5-yl)-4-morpholino-N-(pyridin-3-yl)quinazolin-7-amines as novel PI3K/mTOR inhibitors and anticancer agents

In this study, a series of novel 7 or 8-substituted 4-morpholine-quinazoline derivatives was designed and synthesized. Their PI3Kα inhibitory activities, antiproliferative activities against seven cancer cell lines, namely, PC-3, DU145, MCF-7, BT474, SK-BR-3, U937 and A431, were evaluated in vitro. Compound 17f proved to be a potential drug candidate with high PI3Kα inhibition activity (IC50 = 4.2 nM) and good antiproliferative activity. Compound 17f was also tested for its inhibitory activities against other kinases, such as PI3Kβ, PI3Kγ, PI3Kδ and mTOR, its effects on p-Akt (S473) and cell cycle. These results suggested that compound 17f could significantly inhibit the PI3K/Akt/mTOR pathway as a potent PI3K inhibitor and anticancer agent.

Preparation of Aminoaryl and Aminoheteroaryl Boronic Acids and Derivatives Thereof

The invention relates to a method for preparation of aminoaryl- or aminoheteroarylboronic acids and esters and salts thereof in which an optionally substituted aminoaryl or aminoheteroaryl compound is protected at its nitrogen site via condensation with a carbonyl compound, subsequently metalated and converted with a suitable boron compound. Depending on the subsequent work-up and removal of the protective group, the corresponding boronic acid, the anhydride or the boronic acid ester thereof is obtained