250720-25-3

Basic information

• Product Name: Methanesulfonic acid, trifluoro-, (4bS,8aS)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-2-phenanthrenyl ester
• Synonyms: Methanesulfonic acid, trifluoro-, (4bS,8aS)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-2-phenanthrenyl ester
• CAS NO: 250720-25-3
• Molecular Formula: C21H29 F3 O3 S
• Molecular Weight: 418.51
• Mol File: 250720-25-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methanesulfonic acid, trifluoro-, (4bS,8aS)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-2-phenanthrenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonic acid, trifluoro-, (4bS,8aS)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-2-phenanthrenyl ester(250720-25-3)
• EPA Substance Registry System: Methanesulfonic acid, trifluoro-, (4bS,8aS)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-2-phenanthrenyl ester(250720-25-3)

Safety Data

• Hazardous Substances Data: 250720-25-3(Hazardous Substances Data)

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 511-15-9 trans-totarol 

Downstream Products

• 10395-56-9 totara-8,11,13-triene 

Relevant articles and documents

Iodoarene-Catalyzed Stereospecific Intramolecular sp3 C-H Amination: Reaction Development and Mechanistic Insights

A new strategy is reported for intramolecular sp3 C-H amination under mild reaction conditions using iodoarene as catalyst and m-CPBA as oxidant. This C-H functionalization involving iodine(III) reagents generated in situ occurs readily at sterically hindered tertiary C-H bonds. DFT (M06-2X) calculations show that the preferred pathway involves an iodonium cation intermediate and proceeds via an energetically concerted transition state, through hydride transfer followed by the spontaneous C-N bond formation. This leads to the experimentally observed amination at a chiral center without loss of stereochemical information.