52730-78-6

Basic information

• Product Name: (+)-(S)-N-[carbo-(1R)-menthoxy]-p-toluenesulfonimidoyl chloride
• Synonyms: (+)-(S)-N-[carbo-(1R)-menthoxy]-p-toluenesulfonimidoyl chloride
• CAS NO: 52730-78-6
• Molecular Weight: 371.928
• Mol File: 52730-78-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-(S)-N-[carbo-(1R)-menthoxy]-p-toluenesulfonimidoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(S)-N-[carbo-(1R)-menthoxy]-p-toluenesulfonimidoyl chloride(52730-78-6)
• EPA Substance Registry System: (+)-(S)-N-[carbo-(1R)-menthoxy]-p-toluenesulfonimidoyl chloride(52730-78-6)

Safety Data

• Hazardous Substances Data: 52730-78-6(Hazardous Substances Data)

Upstream product

• 52719-93-4 (I)-menthyloxycarbonylhydroxamic acid 
• 14602-86-9 (1R,2S,5R)-menthyl chloroformate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 52719-92-3 (-)-Menthyl-N-p-nitrobenzolsulfonoxycarbamat 
• 52719-94-5 (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl carbamate 

Downstream Products

• 52730-79-7 (-)-(R)-N-[carbo-(1R)-menthoxy]-p-toluenesulfonimidoyl chloride 
• 20414-85-1 (R)-imino(methyl)(p-tolyl)-λ⁶-sulfanone 
• 92939-24-7 4-Toluoliminosulfonsaeure-dimethylamid 
• 52720-00-0 C₁₉H₂₉NO₃S 
• 52719-98-9 C₁₉H₂₉NO₃S 
• 52719-99-0 C₂₅H₃₃NO₄S 
• 52719-97-8 C₂₅H₃₃NO₄S 

Relevant articles and documents

Preparation of racemic and enantiopure arenesulfonimidoyl azoles - New compounds chiral on sulfur

The novel arenesulfonimidoyl imidazoles 7a-j and nitrotriazoles 9d-j were obtained in good yield from the corresponding arenesulfonimidoyl chlorides 6a-j. The reaction of optically pure sulfonimidoyl chlorides 6 with imidazole resulted in the first reported optically active arenesulfonimidoyl imidazoles 7 with high enantiomeric purities (ee up to >99%); the stereochemical course of the reaction (inversion or retention at sulfur) is shown to be strongly dependent on the aryl substituent. By contrast, the analogous reaction of optically pure compounds 6 with 3-nitro-1,2,4-triazole led to racemic arenesulfonimidoyl nitrotriazoles 9. Optically active compounds of this type, (S)-9f (ee 99%) and (R)-9f (ee 92%), were obtained by semi-preparative chiral HPLC. The optically active arenesulfonimidoyl imidazolium salt (RS,RC)-8j was prepared by diastereoselective methylation (de >90%) of the optically pure imidazole derivative (RS,RC)-7j.