325726-91-8

Basic information

• Product Name: 1,2-dimethyl-1-hydroxymethyl-2-(2-hydroxy-5-methylphenyl)cyclopentane
• Synonyms: 1,2-dimethyl-1-hydroxymethyl-2-(2-hydroxy-5-methylphenyl)cyclopentane
• CAS NO: 325726-91-8
• Molecular Weight: 234.338
• Mol File: 325726-91-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-dimethyl-1-hydroxymethyl-2-(2-hydroxy-5-methylphenyl)cyclopentane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dimethyl-1-hydroxymethyl-2-(2-hydroxy-5-methylphenyl)cyclopentane(325726-91-8)
• EPA Substance Registry System: 1,2-dimethyl-1-hydroxymethyl-2-(2-hydroxy-5-methylphenyl)cyclopentane(325726-91-8)

Safety Data

• Hazardous Substances Data: 325726-91-8(Hazardous Substances Data)

Upstream product

• 74-88-4 methyl iodide 
• 844446-57-7 (1S,2S,4R)-2-(2-Methoxy-5-methyl-phenyl)-2-methyl-4-methylsulfanylthiocarboxyoxy-cyclopentanecarboxylic acid ethyl ester 
• 844446-51-1 ethyl (1S,2S,4R)-4-acetoxy-2-(2-methoxy-5-methylphenyl)-2-methylcyclopentanecarboxylate 
• 844446-54-4 ethyl (1R,2R)-2-(2-methoxy-5-methylphenyl)-1,2-dimethylcyclopentanecarboxylate 
• 844446-55-5 ethyl 4-hydroxy-2-(2-methoxy-5-methylphenyl)-2-methylcyclopentanecarboxylate 
• 844446-53-3 ethyl (1S,2S)-2-(2-methoxy-5-methylphenyl)-2-methylcyclopentanecarboxylate 
• 369610-32-2 epi-herbertenolide 
• 369610-30-0 2-iodo-4-methylphenyl 1,2-dimethyl-2-cyclopentenecarboxylate 
• 175520-10-2 (R)-1,2-dimethyl-2-cyclopentenecarboxylate 
• 162489-18-1 methyl (R)-1-methyl-2-oxocyclopentanecarboxylate 
• 138200-47-2 N-(2-carbomethoxy-1-cyclopenten-1-yl)-(S)-valine tert-butyl ester 

Downstream Products

• 369610-36-6 (1R,2S)-1-(hydroxymethyl)-2-(2-methoxy-5-methylphenyl)-1,2-dimethylcyclopentane 
• 369610-42-4 1,1,2-trimethyl-2-(3-hydroxy-2-methoxymethyloxy-5-methylphenyl)cyclopentane 
• 369610-38-8 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane 
• 369610-41-3 1,1,2-trimethyl-2-(2-methoxymethyloxy-5-methylphenyl)cyclopentane 
• 81784-13-6 (1S)-1,2,2-trimethyl-1-(2-methoxy-5-methyl)phenylcyclopentane 
• 124424-22-2 (-)-mastigophorene B 
• 86996-95-4 (S)-5-methyl-3-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol 
• 81784-10-3 4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenol 

Relevant articles and documents

Catalytic Asymmetric Construction of α-Quaternary Cyclopentanones and Its Application to the Syntheses of (-)-1,14-Herbertenediol and (-)-Aphanorphine

A novel and efficient strategy to build α-benzylic quaternary cyclopentanones with excellent enantioselectivities (up to 96% ee) and high yields (up to 99% yield) has been developed, and its application demonstrated by the first catalytic asymmetric total synthesis of (-)-1,14-herbertenediol and the formal synthesis of (-)-aphanorphine. Herbertene rides again: A novel and efficient strategy to build α-quaternary cyclopentanones with high yields and excellent enantioselectivities (up to 96% ee) has been developed. Its application is demonstrated by the first catalytic asymmetric total synthesis of (-)-1,14-herbertenediol and the formal synthesis of (-)-aphanorphine.

Total syntheses of neuroprotective mastigophorenes A and B

(-)-Herbertenediol (3) which is regarded as a biosynthetic precursor of mastigophorenes A and B has been effectively synthesized from (R)-1,2-dimethyl-2-cyclopentene carboxylic acid by applying an intramolecular Heck reaction to the construction of the quaternary carbon center, and then horseradish peroxidase-catalyzed oxidative coupling of 3 has given rise to (-)-mastigophorenes A and B. Mastigophorenes A and B have been found to exhibit significant neuroprotective activity in primary cultures of fetal rat cortical neurons.