N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide

Base Information

• Chemical Name: N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide
• CAS No.: 380430-60-4
• Molecular Formula: C₁₃H₂₀BNO₄S
• Molecular Weight: 297.183
• Hs Code.: 2935009090
• European Community (EC) Number: 626-256-9
• DSSTox Substance ID: DTXSID60402309
• Nikkaji Number: J2.529.650H
• Wikidata: Q82205700
• Mol file: 380430-60-4.mol

Synonyms:380430-60-4;N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide;2-METHANESULFONYLAMINOPHENYLBORONIC ACID, PINACOL ESTER;N-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide;2-Methylsulfonylaminophenylboronic acid, pinacol ester;2-(Methanesulfonylamino)phenylboronic acid pinacol ester;2-(METHYLSULFONYLAMINO)BENZENEBORONIC ACID PINACOL ESTER;2-[(Methylsulphonyl)amino]benzeneboronic acid, pinacol ester;[(2-Methylsulfonyl)aminophenyl]boronic acid, pinacol ester;SCHEMBL520862;2-Methanesulfonylaminophenylboronic acid pinacol ester;DTXSID60402309;ADAOINPTCZWNBZ-UHFFFAOYSA-N;(2-(METHYLSULFONAMIDO)PHENYL)BORONIC ACID PINACOL ESTER;MFCD02179479;N-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide;AKOS015949582;AB11227;CS-W004042;PS-9689;FT-0685606;A823984;J-502681;2-(Methanesulfonylamino)phenylboronic acid, pinacol ester;[(2-Methylsulfonyl)aminophenyl]-boronic acid, pinacol ester;2-(Methanesulfonylamino)phenylboronic acid pinacol ester, 97%;N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-methane-sulfonamide;N-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]-methanesulfonamide;N-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolane-2-yl)phenyl]methanesulfonamide

Chemical Property of N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide

Chemical Property:

• Vapor Pressure: 3.6E-07mmHg at 25°C
• Melting Point: 130-134 °C(lit.)
• Refractive Index: 1.528
• Boiling Point: 417.2 °C at 760 mmHg
• Flash Point: 206.1 °C
• PSA: 73.01000
• Density: 1.19g/cm³
• LogP: 2.51110
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 297.1206095
• Heavy Atom Count: 20
• Complexity: 442

Purity/Quality:

95-99% ^*data from raw suppliers

2-(Methanesulfonylamino)phenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2NS(=O)(=O)C

Technology Process of N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide

There total 2 articles about N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

→ N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-methane-sulfonamide (380430-60-4)

Guidance literature:

In chloroform; at -10 - 85 ℃; for 4.25h; Inert atmosphere;

Reference yield: 52.0%

methanesulfonyl chloride (124-63-0) + 2-anilineboronic acid pinacol ester (191171-55-8) → N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-methane-sulfonamide (380430-60-4)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

Reference yield: 61.0%

N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-methane-sulfonamide (380430-60-4) + 5-bromo-N-cyclopentyl-N-(2,4-dimethoxybenzyl)-2-methoxybenzenesulfonamide → N-cyclopentyl-N-(2,4-dimethoxybenzyl)-4-methoxy-2'-(methylsulfonamido)biphenyl-3-sulfonamide

Guidance literature:

With dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); caesium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere; Microwave irradiation;

DOI:10.1039/c4md00182f

upstream raw materials:

methanesulfonyl chloride

2-anilineboronic acid pinacol ester

Refernces

• 1、 -. "BETA-LACTAMASE INHIBITORS". Paragraph 0461. . Retrieved 2013/04/25.