476193-19-8

Basic information

• Product Name: tert-butyl 2-((4-bromophenyl)sulfonyl)acetate
• Synonyms: tert-butyl 2-((4-bromophenyl)sulfonyl)acetate
• CAS NO: 476193-19-8
• Molecular Weight: 335.219
• Mol File: 476193-19-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: tert-butyl 2-((4-bromophenyl)sulfonyl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2-((4-bromophenyl)sulfonyl)acetate(476193-19-8)
• EPA Substance Registry System: tert-butyl 2-((4-bromophenyl)sulfonyl)acetate(476193-19-8)

Safety Data

• Hazardous Substances Data: 476193-19-8(Hazardous Substances Data)

Upstream product

• 5467-74-3 4-Bromophenylboronic acid 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 72708-54-4 Lithium 4-bromobenzenesulfinate 
• 589-87-7 1,4-bromoiodobenzene 
• 283153-83-3 2-(4-bromophenylsulfanyl)acetic acid t-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3466-32-8 4-bromoohenyl methyl sulfone 

Relevant articles and documents

Nickel(II)-Catalyzed Synthesis of Sulfinates from Aryl and Heteroaryl Boronic Acids and the Sulfur Dioxide Surrogate DABSO

We report a redox-neutral Ni(II)-catalyzed sulfination of readily available aryl and heteroaryl boronic acids. Using the combination of commercially available, air-stable NiBr2·(glyme), a commercially available phenanthroline ligand, and DABSO, boronic acids are efficiently converted to the corresponding sulfinate salts, which can be further elaborated to valuable sulfonyl-containing groups, including sulfones, sulfonamides, sulfonyl fluorides, and sulfonate esters. The catalyst loading can be reduced to 2.5 mol ?% on a gram scale. This practically simple protocol tolerates an unprecedented range of pharmaceutically relevant and electron-poor (hetero)aryl boronic acids, allowing the direct synthesis of active pharmaceutical ingredients.

Palladium-catalyzed synthesis of ammonium sulfinates from aryl halides and a sulfur dioxide surrogate: A gas-and reductant-free process

Sulfonyl-derived functional groups populate a broad range of useful molecules and materials, and despite a variety of preparative methods being available, processes which introduce the most basic sulfonyl building block, sulfur dioxide, using catalytic methods, are rare. Described herein is a simple reaction system consisting of the sulfur dioxide surrogate DABSO, triethylamine, and a palladium(0) catalyst for effective convertion of a broad range of aryl and heteroaryl halides into the corresponding ammonium sulfinates. Key features of this gas-and reductant-free reaction include the low loadings of palladium (1 mol) and ligand (1.5 mol) which can be employed, and the use of isopropyl alcohol as both a solvent and formal reductant. The ammonium sulfinate products are converted in situ into a variety of sulfonyl-containing functional groups, including sulfones, sulfonyl chlorides, and sulfonamides.

ARYLSULFONYLHYDROXAMIC ACID AND AMIDE DERIVATIVES AND THEIR USE AS PROTEASE INHIBITORS

This invention is directed generally to hydroxamic acid and amide compounds (including salts of such compounds), and, more particularly, to aryl- and heteroaryl--arylsulfonylmethyl hydroxamic acids and amides that, inter alia, inhibit protease activity, particularly matrix metalloproteinase (also known as "matrix metalloprotease" or "MMP") activity and/or aggrecanase activity. These compounds generally correspond in structure to formula (I): wherein Al, A2, A3, El, E2, E3, and E4 are as defined in this patent. This invention also is directed to compositions of such compounds, intermediates for the syntheses of such compounds, methods for making such compounds, and methods for treating conditions associated with MMP activity and/or aggrecanase activity, particularly pathological conditions.