148409-93-2

Basic information

• Product Name: Benzenesulfonamide, N-[(1S)-1-(2-furanyl)-3-butenyl]-4-methyl-
• CAS NO: 148409-93-2
• Molecular Formula: C15H17NO3S
• Molecular Weight: 291.371
• Mol File: 148409-93-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-[(1S)-1-(2-furanyl)-3-butenyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-[(1S)-1-(2-furanyl)-3-butenyl]-4-methyl-(148409-93-2)
• EPA Substance Registry System: Benzenesulfonamide, N-[(1S)-1-(2-furanyl)-3-butenyl]-4-methyl-(148409-93-2)

Safety Data

• Hazardous Substances Data: 148409-93-2(Hazardous Substances Data)

Upstream product

• 107-18-6 allyl alcohol 
• 13707-47-6 2-furaldehyde tosylimine 
• 4104-47-6 N-sulfinyl-p-toluenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 219802-23-0 N-[1(S)-(2-furyl)-3-buten-1-yl]-(S)-valinol 
• 87666-71-5 (E)-(S)-N-(2-hydroxy-1-isopropylethyl)-(2-furyl)methylideneamine 
• 98-01-1 furfural 
• 188447-80-5 (S,E)-4-methyl-N-(2-furylmethylidene)benzenesulfinamide 
• 207276-96-8 4-methyl-benzenesulfinic acid (1-furan-2-ylbut-3-enyl)amide 
• 98-59-9 p-toluenesulfonyl chloride 
• 219802-25-2 (S)-1-(furan-2-yl)but-3-en-1-amine 
• 135822-87-6 (E)-N-(furan-2-ylmethylene)-4-methylbenzenesulfonamide 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 181637-24-1 N-((1S,3S)-1-Furan-2-yl-3,4-dihydroxy-butyl)-4-methyl-benzenesulfonamide 
• 181637-29-6 N-((1S,3R)-1-Furan-2-yl-3,4-dihydroxy-butyl)-4-methyl-benzenesulfonamide 
• 134452-29-2 (S)-N-tosyl-α'-propyl-α-furfuryl amine 
• 181637-26-3 [(1S,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-furan-2-yl-3-hydroxy-butyl]-carbamic acid benzyl ester 
• 181637-35-4 [(1S,3R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-furan-2-yl-3-hydroxy-butyl]-carbamic acid benzyl ester 
• 181637-25-2 N-[(1S,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-furan-2-yl-3-hydroxy-butyl]-4-methyl-benzenesulfonamide 
• 181637-32-1 N-[(1S,3R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-furan-2-yl-3-hydroxy-butyl]-4-methyl-benzenesulfonamide 
• 181637-27-4 [(3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester 
• 181637-28-5 ((1S,3R)-1-Furan-2-yl-3,4-dihydroxy-butyl)-carbamic acid benzyl ester 
• 97551-67-2 (3S,5S)-3-benzyloxycarbonylamino-5-hydroxy-γ-lactone 
• 112741-66-9 (2S,4R)-2-[(benzyloxycarbonyl)amino]-4-(hydroxymethyl)butyric acid γ-lactone 
• 207276-90-2 dithiocarbonic acid O-[6-ethoxy-2-propyl-1-(toluene-4-sulfonyl)piperidin-3-yl]ester S-methyl ester 
• 207276-89-9 6-ethoxy-2-propyl-1-(toluene-4-sulfonyl)-piperidin-3-ol 
• 207276-88-8 6-ethoxy-2-propyl-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one 

Relevant articles and documents

Rh-Catalyzed Enantioselective Allylation of N-Tosyl- and N-Nosylaldimines: Total Synthesis of (-)-Crispine A

The unprecedented development of asymmetric Rh-catalyzed 1,2-allylation of N-Ts- and N-Ns-aldimines is achieved. This protocol utilizes potassium allyltrifluoroborates and various aldimines to generate enantioenriched homoallylic amines in the presence of 3.0 mol % of Rh(I)/L1b catalyst with up to 90% yield, 98% ee (R = H), and 10:1 diastereoselectivity (R = Me or Ph), yielding the same major diastereomer when using potassium (E)- and (Z)-crotyltrifluoroborate. Its synthetic utility is also illustrated in the total synthesis of (-)-crispine A.

Reversal of diastereofacial selectivity in the nucleophilic addition reaction to chiral N-sulfinimine and application to the synthesis of indrizidine 223AB

Diastereoselective addition reaction of ester enolates and Grignard reagents to optically active N-sulfinimines was examined. Reversal of the diastereofacial selectivity was realized by using appropriate metal species, solvents and additives, and the β-amino esters (up to >98% de) and the homoallylic amines (up to >98% de) were obtained in good yields. β-Amino esters thus obtained were converted to the useful β-amino acids involving (R)-homoserine. Application to the synthesis of indrizidine alkaloids was also described.

An efficient preparation of optically active α-furfuryl amide by kinetic resolution using the modified Sharpless asymmetric epoxidation reagents

Kinetic resolution of α-furfuryl amide was first carried out by using the modified Sharpless asymmetric epoxidation reagent to give the slow-reacting enantiomers, (S)-1(a-h) and (R)-1(b,f) in high enantioselectivity (90-100% e.e) and high chemical yield (