138509-45-2

Basic information

• Product Name: 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene
• Synonyms: 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene;4-Bromo-2-(cyclopentyloxy)anisole
• CAS NO: 138509-45-2
• Molecular Formula: C₁₂H₁₅BrO₂
• Molecular Weight: 271.1503
• Mol File: 138509-45-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 317.5±22.0 °C(Predicted)
• Appearance: /
• Density: 1.366±0.06 g/cm3(Predicted)
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene(138509-45-2)
• EPA Substance Registry System: 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene(138509-45-2)

Safety Data

• Hazardous Substances Data: 138509-45-2(Hazardous Substances Data)

Usage

Description

4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene, also known as bromocyclopentylmethoxyphenyl bromide, is a benzene derivative with the molecular formula C13H15BrO2. It features a bromine atom, a methoxy group, and a cyclopentyloxy group attached to different positions of the benzene ring, giving it unique structural and chemical properties. 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene is a valuable tool in organic chemistry due to its potential as a building block in the synthesis of biologically active compounds and as a reagent in various chemical reactions.

Uses

Used in Pharmaceutical Industry:
4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of biologically active compounds. Its unique structure allows for the creation of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical field, 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene serves as a crucial component in the production of agrochemicals, aiding in the development of effective pesticides, herbicides, and other crop protection agents. Its incorporation into these products can enhance their efficacy and selectivity.
Used in Organic Synthesis:
4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene is utilized as a reagent in organic synthesis, where its distinct functional groups facilitate a variety of chemical reactions. This makes it an essential component in the creation of complex organic molecules for research and commercial applications.
Used in Research and Development:
4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene is also used in research and development settings as a probe to study the effects of structural modifications on the properties and reactivity of benzene derivatives. Its unique structure provides opportunities for exploring new reaction pathways and mechanisms in organic chemistry.

Upstream product

• 137-43-9 Cyclopentyl bromide 
• 37942-01-1 5-bromo-2-methoxyphenol 
• 96-41-3 Cyclopentanol 
• 613-70-7 2-methoxyphenyl acetate 
• 66037-04-5 1-acetoxy-5-bromo-2-methoxybenzene 
• 90-05-1 2-methoxy-phenol 
• 25016-01-7 5-bromo-2-methoxybenzaldehyde 
• 31083-15-5 2-Methoxyphenyltrifluoracetat 
• 531-37-3 2-methoxyphenyl benzoate 
• 21702-84-1 2,4-dibromoanisole 
• 1687-53-2 5-amino-2-methoxyphenol 
• 584-08-7 potassium carbonate 
• 1972-28-7 diethylazodicarboxylate 
• 60-29-7 diethyl ether 

Downstream Products

• 145548-97-6 (3S,6S,7R,7aR)-7-(3-Cyclopentyloxy-4-methoxy-phenyl)-5-oxo-3-phenyl-hexahydro-pyrrolo[2,1-b]oxazole-6-carboxylic acid benzyl ester 
• 159612-90-5 3'-Cyclopentyloxy-4'-methoxy-biphenyl-3-carboxylic acid methyl ester 
• 191610-54-5 (4R,5S)-1-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidine-2-one 
• 61413-54-5 Rolipram 
• 180320-55-2 4-(3-cyclopentyloxy-4-methoxyphenyl)-1,1-(ethylenedioxy)-4-ethynylcyclohexane 
• 159613-21-5 3-cyclopentyloxy-4-methoxyphenylboronic acid 
• 658081-58-4 2-(3-(cyclopentyloxy)-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 947408-11-9 4-(3-cyclopentyloxy-4-methoxy-phenyl)-2-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 894421-52-4 (E)-ethyl 3-(3-(cyclopentyloxy)-4-methoxyphenyl)but-2-enoate 
• 894421-55-7 (Z)-ethyl 4-bromo-3-(3-(cyclopentyloxy)-4-methoxyphenyl)but-2-enoate 
• 894421-61-5 (Z)-ethyl 4-azido-3-(3-(cyclopentyloxy)-4-methoxyphenyl)but-2-enoate 
• 85416-75-7 (R)-4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one 
• 85416-73-5 (S)-rolipram 
• 440103-24-2 (3aR,6aS)-5-[3-(cyclopentyloxy)-4-methoxyphenyl]hexahydro-2-pentalenone 

Relevant articles and documents

Synthesis and assessment of catechol diether compounds as inhibitors of trypanosomal phosphodiesterase B1 (TbrPDEB1)

Human African trypanosomiasis (HAT) is a parasitic neglected tropical disease that affects 10,000 patients each year. Current treatments are sub-optimal, and the disease is fatal if not treated. Herein, we report our continuing efforts to repurpose the human phosphodiesterase 4 (hPDE4) inhibitor piclamilast to target trypanosomal phosphodiesterase TbrPDEB1. We prepared a range of substituted heterocyclic replacements for the 4-amino-3,5-dichloro- pyridine headgroup of piclamilast, and found that these compounds exhibited weak inhibitory activity of TbrPDEB1.

Synthesis of a TNF inhibitor, flurbiprofen and an: I -Pr analogue in enantioenriched forms by copper-catalyzed propargylic substitution with Grignard reagents

The copper-catalyzed substitution reaction of diethyl phosphate derived from TMSCCCH(OH)CH2CH2OTBDPS with 3-c-C5H9-4-MeOC6H3MgBr, followed by several transformations, afforded a tumor necrosis factor inhibitor possessing a Ph-acetylene moiety. The inhibitor was also synthesized from phenylacetylene phosphate PhCCCH(OP(O)(OEt)2)CH2CH2OTBDPS. Furthermore, the substitution of phosphates derived from TMSCCCH(OH)CH3 and TMSCCCH(OH)-i-Pr with 3-F-4-PhC6H3MgBr gave the corresponding substitution products, which were transformed to flurbiprofen and its i-Pr analogue, respectively. The copper-catalyzed substitutions in these syntheses proceeded in a regio- and stereoselective manner. This journal is

Co-catalyzed reductive cyclization of azido and cyano substituted α,β-unsaturated esters with NaBH4: enantioselective synthesis of (R)-baclofen and (R)-rolipram

Sodium borohydride in combination with a catalytic amount of CoCl2 has been found to be an excellent catalytic system in reductive cyclizations of suitably substituted azido and cyano groups of α,β-unsaturated esters to afford γ and δ-lactams in high yields. The process has been demonstrated for the enantioselective synthesis of (R)-baclofen, (R)-rolipram, and (R)-4-fluorophenylpiperidinone, a key intermediate for (-)-paroxetine.