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

General Description

4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene, also known as bromocyclopentylmethoxyphenyl bromide, is a chemical compound with the molecular formula C13H15BrO2. It is a benzene derivative with a bromine atom, a methoxy group, and a cyclopentyloxy group attached to different positions of the benzene ring. 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene is used in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. It has potential applications as a building block in the synthesis of biologically active compounds and as a reagent in chemical reactions. Its unique structure and properties make it a valuable tool in the field of organic chemistry.

Upstream product

• 90-05-1 2-methoxy-phenol 
• 25016-01-7 5-bromo-2-methoxybenzaldehyde 
• 137-43-9 Cyclopentyl bromide 
• 37942-01-1 5-bromo-2-methoxyphenol 
• 584-08-7 potassium carbonate 
• 96-41-3 Cyclopentanol 
• 1972-28-7 diethylazodicarboxylate 
• 60-29-7 diethyl ether 
• 108-95-2 phenol 
• 1687-53-2 5-amino-2-methoxyphenol 
• 21702-84-1 2,4-dibromoanisole 
• 531-37-3 2-methoxyphenyl benzoate 
• 31083-15-5 2-Methoxyphenyltrifluoracetat 
• 66037-04-5 1-acetoxy-5-bromo-2-methoxybenzene 

Downstream Products

• 61413-54-5 Rolipram 
• 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 

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.