81784-09-0

Basic information

• Product Name: 2-Methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]phenol
• Synonyms: (-)-β-Herbertenol;2-Methyl-4-[(1S)-1,2,2-trimethylcyclopentan-1α-yl]phenol;2-Methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]phenol;β-Herbertenol
• CAS NO: 81784-09-0
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 0
• Mol File: 81784-09-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]phenol(81784-09-0)
• EPA Substance Registry System: 2-Methyl-4-[(1S)-1,2,2-trimethylcyclopentyl]phenol(81784-09-0)

Safety Data

• Hazardous Substances Data: 81784-09-0(Hazardous Substances Data)

Upstream product

• 554408-76-3 1,1-dimethyl-2-(4-methoxy-3-methylphenyl)-2-methylcyclopentane 
• 180211-63-6 2-(4-methoxy-3-methylphenyl)-2,3,3-trimethylcyclopentanone 
• 80322-61-8 3-bromoherbertene 
• 180211-58-9 2-(4-Methoxy-3-methyl-phenyl)-1-methyl-cyclopent-2-enecarboxylic acid ethyl ester 
• 180211-60-3 2-(4-methoxy-3-methylphenyl)-1-methylcyclopent-2-ene-1-carbaldehyde 
• 180211-59-0 [2-(4-Methoxy-3-methyl-phenyl)-1-methyl-cyclopent-2-enyl]-methanol 
• 180211-62-5 2-(4-methoxy-3-methylphenyl)-3,3-dimethylcyclopentanone 
• 180211-61-4 2-(4-methoxy-3-methylphenyl)-3,3-dimethylcyclopentene 
• 5453-88-3 ethyl 1-methyl-2-oxocyclopentane-1-carboxylate 
• 585-74-0 3-Methylacetophenone 
• 309750-93-4 2-cyano-5-[1,3]dioxolan-2-yl-3-methyl-3-m-tolyl-pentanoic acid ethyl ester 
• 309751-10-8 3-(4-methoxy-3-methyl-phenyl)-2,2,3-trimethyl-hexanedioic acid dimethyl ester 
• 309750-95-6 5-[1,3]dioxolan-2-yl-2,3-dimethyl-3-m-tolyl-pentanoic acid methyl ester 
• 309750-94-5 5-[1,3]dioxolan-2-yl-3-methyl-3-m-tolyl-pentanoic acid methyl ester 

Downstream Products

• 103412-29-9 (-)-β-bromoherbertenol 
• 81784-17-0 (-)-β-herbertenol O-acetate 

Relevant articles and documents

Stereoselective total syntheses of (±)-1,14-herbertenediol and (±)-tochuinyl acetate and facile total syntheses of (±)-α-herbertenol, (±)-β-herbertenol and (±)-1,4-cuparenediol

Stereoselective total syntheses of (±)-1,14-herbertenediol (7) and (±)-tochuinyl acetate (10) and facile total syntheses of (±)-α-herbertenol (2), (±)-β-herbertenol (3) and (±)-1,4-cuparenediol (8) have been successfully accomplished involving intramolecu

Total synthesis of (±)-1,13-herbertenediol, (±)-α-herbertenol and (±)-β-herbertenol

Total synthesis of α-herbertenol, β-herbertenol and 1,13-herbertenediol, employing a Claisen rearrangement and ring-closing metathesis as key reactions for the generation of the cyclopentane containing vicinal quaternary carbons, has been described.

An efficient synthesis of (±)-β-herbertenol by a 1,3-cyclopentadione annelation strategy

A simple and efficient synthesis of sesquiterpene (±)-β-herebertenol is described. The formation of cyclopentadione onto the aromatic moiety is the key feature of this protocol.

New total synthesis of (±)-herbertene, (±)-β-herbertenol and (±)-herbertenediol

The total syntheses of the herbertane sesquiterpenes (±)-herbertene (1), (±)-β-herbertenol (2) and (±)-herbertenediol (5) have been successfully accomplished involving copper-catalysed conjugate addition of Grignard reagents to unsaturated compounds and α

Bryophyte constituents; 6: Synthesis of herbertene-derived sesquiterpenes from Herberta adunca

Efficient total syntheses are described for the racemic sesquiterpenes herbertenolide (2), α-herbertenol (3) and β-herbertenol (4) from Herberta adunca. ent-Herbertenolide [(+)-2] was prepared from enantiopure (-)-ethyl (1R)-1-methyl-2-oxocyclopentanecarboxylate (9) obtained from ethyl 2-oxocyclopentanecarboxylate (19) via reduction with baker's yeast.

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.