474759-04-1

Basic information

• Product Name: N-(but-3-en-1-yl)-N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamide
• Synonyms: N-(but-3-en-1-yl)-N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamide
• CAS NO: 474759-04-1
• Molecular Weight: 313.418
• Mol File: 474759-04-1.mol

Chemical Properties

• CAS DataBase Reference: N-(but-3-en-1-yl)-N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(but-3-en-1-yl)-N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamide(474759-04-1)
• EPA Substance Registry System: N-(but-3-en-1-yl)-N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamide(474759-04-1)

Safety Data

• Hazardous Substances Data: 474759-04-1(Hazardous Substances Data)

Upstream product

• 5162-44-7 1-bromo-4-butene 
• 58754-95-3 N-(2,2-dimethoxyethyl)-p-toluenesulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 474759-06-3 (E/Z)-N-(3-butenyl)-N-[2-(methoxyimino)ethyl]-4-methylbenzenesulfonamide 

Relevant articles and documents

Palladium-Catalyzed Umpolung Type-II Cyclization of Allylic Carbonate-Aldehydes Leading to 3-Methylenecycloalkanol Derivatives

Palladium-catalyzed umpolung type-II cyclization of allylic carbonate-aldehydes leading to 3-methylenecycloalkanol derivatives was developed. The formate reductant was effective for the cyclization without causing a reduction of the η3-allylpalladium intermediate. One-pot decarboxylative allylation of aldehyde-containing malonate with 2-[(acetyloxy)methyl]-2-propenyl methyl carbonate followed by the cyclization of the allyl acetate-aldehyde formed in situ was also achieved. The high diastereoselectivities observed in the cyclization of branched substrates indicates that a chair-chair transition state should be involved. Based on the presumed transition state, we could predict the enantioselectivity of the cyclization using SEGPHOS as a chiral diphosphine ligand and obtain optically active alcohols in up to 95:5 er. (Figure presented.).

Radical cyclization in heterocycle synthesis. Part 13: Sulfanyl radical addition-cyclization of oxime ethers and hydrazones connected with alkenes for synthesis of cyclic β-amino acids

A combination of sulfanyl radical addition-cyclization of the oxime ethers and hydrazones connected with alkenes and subsequent conversion of a phenylsulfanylmethyl group to a carboxyl group provides a novel method for the construction of the cyclic β-amino acids. Upon treatment with thiophenol in the presence of AIBN, the oxime ethers and hydrazones smoothly underwent sulfanyl radical addition-cyclization to give the 2-(phenylsulfanylmethyl)cycloalkylamine. This method was successfully applied to the practical synthesis of 2-aminocyclopentanecarboxylic acid and 4-amino-3-pyrrolidinecarboxylic acid.