40180-96-9

Usage

Uses

Used in Pharmaceutical Industry:
1-(2,5-Dimethoxyphenyl)propan-2-ol is used as a precursor in the synthesis of psychoactive substances for research and medicinal purposes. Its ability to alter serotonin and dopamine levels in the brain makes it a valuable compound for studying the effects of these neurotransmitters on various conditions.
Used in Research and Development:
1-(2,5-Dimethoxyphenyl)propan-2-ol is used as a research compound to investigate its pharmacological properties and potential therapeutic applications. Its effects on neurotransmitter levels provide insights into the development of new treatments for neurological and psychiatric disorders.
Used in Controlled Substances Regulation:
1-(2,5-Dimethoxyphenyl)propan-2-ol is used in the development and enforcement of regulations and policies related to controlled substances. Its classification as a controlled substance in many countries helps to prevent abuse and dependence, ensuring that its use is limited to legitimate research and medical purposes.

Upstream product

• 62890-98-6 2,5-dimethoxyphenylmagnesium bromide 
• 75-56-9 methyloxirane 
• 187737-37-7 propene 
• 150-78-7 1,4-dimethoxybezene 
• 25245-34-5 1-bromo-2,5-dimethoxybenzene 
• 40180-97-0 2-(2-Acetoxy-propyl)-hydrochinondimethylether 

Downstream Products

• 82301-06-2 3,4-dihydro-5,8-dimethoxy-3-methyl-1H-benzopyran 
• 82301-09-5 5,8-Dimethoxy-3-methyl-1-p-tolyl-isochroman 
• 82301-08-4 5,8-Dimethoxy-3-methyl-1-phenyl-isochroman 
• 82301-10-8 5,8-Dimethoxy-1-(4-methoxy-phenyl)-3-methyl-isochroman 
• 77404-73-0 2-(β-tosyloxypropyl)-1,4-dimethoxybenzene 
• 14293-24-4 1-(2',5'-dimethoxyphenyl)propan-2-one 
• 262603-22-5 2-(β-benzenesulfonyloxypropyl)-1,4-dimethoxybenzene 
• 262603-21-4 2-(β-p-nitrobenzenesulfonyloxypropyl)-1,4-dimethoxybenzene 
• 2801-68-5 2,5-dimethoxyphenylisopropylamine 
• 195001-16-2 5,8-dimethoxy-4a-methyl-4,4a,9,10-tetrahydro-3H-phenanthren-2-one 
• 170753-14-7 3-(2',5'-dimethoxyphenyl)butan-2-one 
• 170753-16-9 6-(2',5'-dimethoxyphenyl)-3-methoxy-6-methylcyclohex-2-enone 
• 170753-15-8 4-(2,5-Dimethoxy-phenyl)-4-methyl-cyclohexane-1,3-dione 
• 195001-15-1 4-(2,5-Dimethoxy-phenyl)-4-methyl-3-(1-trimethylsilanyl-vinyl)-cyclohex-2-enone 

Relevant academic research and scientific papers

Approaches to Polycyclic 1,4-Dioxygenated Xanthones. Application to Total Synthesis of the Aglycone of IB-00208

(Chemical Equation Presented). Hexacyclic xanthone natural products such as IB-00208 present a formidable challenge in organic synthesis. A new approach to polycyclic 1,4-dioxygenated xanthones from benzocyclobutenones has been developed and applied to the first total synthesis of the aglycone of IB-00208. The 22-step synthesis features an acetylide stitching process that joins an aryl aldehyde with an angularly fused benzocyclobutenone, which was prepared by a ring-closing metathesis reaction. The resulting acetylenic benzocyclobutenone diol underwent a Moore rearrangement to give an intermediate that was further elaborated to the aglycone of IB-00208 as a mixture of hydroquinone-quinone tautomers.

Total synthesis of the aglycone of IB-00208

Abstract A total synthesis of the aglycone of IB-00208 was accomplished in 22 steps using a newly developed approach towards polycyclic 1,4-dioxygenated xanthones from benzocyclobutenones. The generality of this entry to xanthones was initially established on several model systems before it was successfully applied to the construction of the hexacyclic core of the natural product. A new and potentially general approach towards angularly fused benzocyclobutenones using ring-closing metathesis (RCM) was also developed.

New route to 2-(β-aminopropyl)-1,4-dimethoxybenzene

A new synthetic route was proposed and an original procedure developed for preparing 2-(β-aminopropyl)-1,4-dimethoxybenzene, which is an important intermediate in synthesis of a blue developing dye for color instant-picture process of the Polaroid type.

Use of conjugated dienones in cyclialkylations: Total syntheses of arucadiol, 1,2-didehydromiltirone, (±)-hinokione, (±)-nimbidiol, sageone, and miltirone

Functionalized hydrophenanthrenes can be prepared using a cyclialkylation-based strategy. These annulations are highly dependent on the directing effects of the arene substitutents and on conformational considerations. The utility of this methodology was featured in the syntheses of six diterpenoids.

High pressure nucleophilic fluoride-ion substitution reactions: Formation of fluoroalkylbenzenes

A series of 1-phenyl-2-tosyloxy- and 1-phenyl-3-tosyloxyalkanes was synthesized and then subjected to tetrabutylammonium fluoride in THF under 15 kbar (1.5 GPa), 8 kbar or 1 bar pressures. The resultant substitution and elimination reaction product distributions were analyzed. The application of pressure enhanced the progress of the fluoride-ion substitution reactions. The degree of selectivity of the one reaction over the other was found to be a function of tosylate substrate structure and the amount of pressure applied. The exclusive formation of fluoroalkanes from 1-phenyl-2-tosyloxyalkane substrates under 15 kbar pressure demonstrated the potential of the pressure method for prospective use in fluorine-18 radiolabelling applications.

Selective Deprotection of Esters Using Magnesium and Methanol

The use of magnesium metal in methanol for the deprotection of alkyl esters is described.This mild reagent also provides good to excellent selectivity to cleave different esters.The order of reactivity of this reagent towards acyl cleavages was found to be: p-nitrobenzoate > acetate > benzoate > pivaliate >> trifluoroacetamide.