90916-29-3

Basic information

• Product Name: N-ALLOC-2-NITROBENZENESULFONAMIDE
• Synonyms: N-ALLOC-2-NITROBENZENESULFONAMIDE;N-ALLOC-O-NITROBENZENESULFONAMIDE;N-ALLYLOXYCARBONYL-2-NITROBENZENESULFONAMIDE;N-Allyloxycarbonyl-2-nitrobenzenesulfonamide
• CAS NO: 90916-29-3
• Molecular Formula: C₁₀H₁₀N₂O₆S
• Molecular Weight: 286.26
• Product Categories: Amination;Synthetic Organic Chemistry
• Mol File: 90916-29-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 108 °C
• Appearance: /
• Density: 1.432g/cm³
• Refractive Index: 1.568
• Solubility: soluble in Methanol
• PKA: 3.36±0.10(Predicted)
• CAS DataBase Reference: N-ALLOC-2-NITROBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ALLOC-2-NITROBENZENESULFONAMIDE(90916-29-3)
• EPA Substance Registry System: N-ALLOC-2-NITROBENZENESULFONAMIDE(90916-29-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 36/37/39
• Hazardous Substances Data: 90916-29-3(Hazardous Substances Data)

Usage

Uses

N-Allyloxycarbonyl-2-nitrobenzenesulfonamide acts as a reagent in the total synthesis of (-)-lepistine.

InChI:InChI=1/C10H10N2O6S/c1-2-7-18-10(13)11-19(16,17)9-6-4-3-5-8(9)12(14)15/h2-6H,1,7H2,(H,11,13)

Upstream product

• 5455-59-4 2-Nitrobenzenesulfonamide 
• 2937-50-0 Allyl chloroformate 

Downstream Products

• 245364-53-8 C₁₇H₂₄N₂O₆S 
• 943601-35-2 {4-[4-(hydroxymethyl)benzoyl]benzyl}nosylcarbamic acid allyl ester 
• 943601-49-8 C₃₂H₃₉F₃N₄O₉S 
• 943601-34-1 {4-[4-(tetrahydropyran-2-yloxymethyl)benzoyl]benzyl}nosylcarbamic acid allyl ester 
• 245364-54-9 C₁₅H₁₈N₂O₈S 
• 1609184-22-6 (S)-7-methylene-3-(2-nitrophenoxy)-1-(2-nitrobenzenesulfonyl)-1,5-diazecane 
• 1609184-10-2 (R)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undec-7-ene 
• 1609184-09-9 (1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol 
• 1609184-08-8 (R)-7-methylene-1,5-bis((2-nitrobenzene)sulfonyl)-1,5-diazecan-3-ol 
• 1609184-07-7 (S)-N-glycidyl-N-(2-methylene-5-(2-nitrobenzenesulfonamido)pentyl)-2-nitrobenzenesulfonamide 
• 1609184-06-6 (S)-N-(5-(N-allyloxycarbonyl-2-nitrobenzenesulfonamido)-2-methylenepentyl)-N-glycidyl-2-nitrobenzenesulfonamide 

Relevant articles and documents

Intramolecular Aminoazidation of Unactivated Terminal Alkenes by Palladium-Catalyzed Reactions with Hydrogen Peroxide as the Oxidant

The palladium-catalyzed aminoazidation of aminoalkenes yielding azidomethyl-substituted nitrogen-containing heterocycles was developed. The procedure requires oxidative conditions and occurs at room temperature in the presence of hydrogen peroxide and NaN3 as the azide source. These conditions provide selective exo-cyclization/azidation of the carbon-carbon double bond, furnishing a versatile approach toward five-, six-, and seven-membered heterocyclic rings.

N-carboalkoxy-2-nitrobenzenesulfonamides: A practical preparation of N- Boc-, N-Alloc-, and N-Cbz-protected primary amines

N-Carboalkoxy-2-nitrobenzenesulfonamides, readily prepared by acylation of 2-nitrobenzenesulfonamide (o-NsNH2), can be alkylated by either conventional or Mitsunobu protocols. Since the o-nosyl group can be deprotected under mild conditions, a variety of N-carboalkoxy derivatives of primary amines may be prepared in excellent yields from the corresponding alcohols and/or halides. In addition, allyloxycarbonyl (Alloc), t- butoxycarbonyl (t-Boc), and benzyloxycarbonyl (Cbz) groups can be deprotected in the presence of the o-nosyl group, allowing the resultant N-alkylated 2- nitrobenzenesulfonamides to be used for further preparation of secondary amines.