81784-13-6

Basic information

• Product Name: Benzene, 1-methoxy-4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]-
• CAS NO: 81784-13-6
• Molecular Formula: C16H24O
• Molecular Weight: 232.366
• Mol File: 81784-13-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methoxy-4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methoxy-4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]-(81784-13-6)
• EPA Substance Registry System: Benzene, 1-methoxy-4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]-(81784-13-6)

Safety Data

• Hazardous Substances Data: 81784-13-6(Hazardous Substances Data)

Upstream product

• 81784-10-3 4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenol 
• 74-88-4 methyl iodide 
• 369610-38-8 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane 
• 582321-46-8 2-(2-methoxy-5-methyl)phenyl-1,2-dimethylbicyclo[3.1.0]hexane 
• 503269-60-1 (R)-2-(2-methoxy-5-methylphenyl)-2-methylcyclopentan-1-one 
• 582321-45-7 (3S)-2,3-dimethyl-3-(2-methoxy-5-methyl)phenyl-cyclopent-1-ene 
• 582321-40-2 (1R)-2-methyl-3-(2-methoxy-5-methyl)phenyl-2-cyclopenten-1-ol 
• 582321-39-9 3-(2-methoxy-5-methylphenyl)-2-methylcyclopent-2-en-1-one 
• 582321-44-6 (1R,2R)-1,2-dimethyl-2-(2-methoxy-5-methyl)phenyl-cyclopentanol 
• 582321-41-3 (-)-(1R,2R,5R)-1-methyl-5-(2-methoxy-5-methyl)phenyl-6-oxabicyclo[3.1.0]hexan-2-ol 
• 582321-43-5 (1R,3R)-3-methyl-3-(2-methoxy-5-methyl)phenyl-2-oxocyclopentyl 4-methylbenzenesulfonate 
• 582321-42-4 (1R,2R,5R)-1-methyl-5-(2-methoxy-5-methyl)phenyl-6-oxabicyclo[3.1.0]hex-2-yl 4-methylbenzenesulfonate 
• 138200-47-2 N-(2-carbomethoxy-1-cyclopenten-1-yl)-(S)-valine tert-butyl ester 
• 162489-18-1 methyl (R)-1-methyl-2-oxocyclopentanecarboxylate 

Downstream Products

• 86996-95-4 (S)-5-methyl-3-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol 
• 124424-22-2 (-)-mastigophorene B 
• 369610-41-3 1,1,2-trimethyl-2-(2-methoxymethyloxy-5-methylphenyl)cyclopentane 
• 369610-42-4 1,1,2-trimethyl-2-(3-hydroxy-2-methoxymethyloxy-5-methylphenyl)cyclopentane 
• 81784-18-1 (-)-α-formylherbertenol 
• 81784-18-1 1S-(5'-formyl-2'-hydroxyphenyl)-1,2,2-trimethylcyclopentane 
• 103412-35-7 1-methoxy-12-norherbertene 
• 81784-10-3 4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenol 
• 81784-14-7 1-methoxy-12-oxoherbertene 
• 22955-73-3 dimethyl 4-methoxyisophthalate 

Relevant articles and documents

The rearrangement of 2,3-epoxysulfonates and its application to natural products syntheses: Formal synthesis of (-)-aphanorphine and total syntheses of (-)-α-herbertenol and (-)-herbertenediol

The Lewis acid treatment of 2,3-epoxysulfonates with 2,3-dialkyl substituents or 2-alkyl-3-aryl substituents produced the rearrangement products via C3-cleavage of the oxirane ring in high yields. On the other hand, 2-aryl-3-alkyl-2,3-epoxysulfonates produced the products via C2-cleavage of the oxirane ring. The sulfonyloxy groups of the α-sulfonyloxy ketones, having a chiral benzylic quaternary carbon center obtained by the rearrangement of 2-alkyl-3-aryl-2,3-epoxysulfonates, were reductively eliminated to give the ketones with a chiral benzylic quaternary carbon center. The method was applied to the formal synthesis of (-)-aphanorphine and total syntheses of (-)-α-herbertenol and (-)-herbertenediol.

Structures of ent-Herbertane Sesquiterpenoids displaying Antifungal Properties from the Liverwort Herberta adunca

Several aromatic sesquiterpenoids displaying antifungal propaerties have been isolated from the liverwort Herberta adunca together with a mother hydrocarbon with a novel irregular sesquiterpene skeleton, ent-herbertane, and their structures and absolute configurations have been determined on the basis of extensive degradation reactions and spectroscopic evidence.The biological activity is also described.