132723-33-2

Basic information

• Product Name: 2-(4-methoxyphenyl)-tetrahydro-2H-pyran
• CAS NO: 132723-33-2
• Molecular Weight: 192.258
• Mol File: 132723-33-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxyphenyl)-tetrahydro-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-tetrahydro-2H-pyran(132723-33-2)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-tetrahydro-2H-pyran(132723-33-2)

Safety Data

• Hazardous Substances Data: 132723-33-2(Hazardous Substances Data)

Upstream product

• 5205-39-0 ethyl glutaroyl chloride 
• 96754-03-9 2-(phenylsulfonyl)tetrahydro-2H-pyran 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 20401-88-1 3-(4-methoxyphenyl)propional 
• 344360-08-3 5-(4-methoxyphenyl)pent-2-enoic acid ethyl ester 
• 15823-04-8 methyl 3-(4-methoxyphenyl)propionate 
• 108-55-4 glutaric anhydride, 
• 100-66-3 methoxybenzene 
• 4609-10-3 5-(4-methoxyphenyl)-5-oxopentanoic acid 
• 5023-67-6 4-methoxybenzyl phenyl sulfide 
• 2746-25-0 p-Methoxybenzyl bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 142-68-7 TETRAHYDROPYRANE 
• 14774-77-7 p-methoxyphenyllithium 

Relevant articles and documents

Synthetically useful dianions via reductive lithiation of tetrahydrofurans by aromatic radical anions

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Site- And enantiodifferentiating C(sp3)-H oxidation enables asymmetric access to structurally and stereochemically diverse saturated cyclic ethers

A manganese-catalyzed site- and enantiodifferentiating oxidation of C(sp3)-H bonds in saturated cyclic ethers has been described. The mild and practical method is applicable to a range of tetrahydrofurans, tetrahydropyrans, and medium-sized cyclic ethers with multiple stereocenters and diverse substituent patterns in high efficiency with extremely efficient site- and enantiodiscrimination. Late-stage application in complex biological active molecules was further demonstrated. Mechanistic studies by combined experiments and computations elucidated the reaction mechanism and origins of stereoselectivity. The ability to employ ether substrates as the limiting reagent, together with a broad substrate scope, and a high level of chiral recognition, represent a valuable demonstration of the utility of asymmetric C(sp3)-H oxidation in complex molecule synthesis.

Heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis

A general and efficient method for heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis to access a wide range of structurally diverse oxygen as well as nitrogen heterocycles up to a gram scale is reported. The potential application of this new methodology is demonstrated by the total synthesis of (-)-codonopsinine and (+)-centrolobine. Herein it is proposed that selectfluor, unlike a fluorinating reagent, acts as an oxidative quencher and a hydrogen radical acceptor.

New method for C-H arylation/alkylation at α-position of cyclic aliphatic ethers by iron-oxide mediated reaction

We report a new and efficient iron oxide catalyzed cross-coupling reaction between organometallic species such as alkyl/arylmagnesium halides or organolithium species and α-hydrogen bearing cyclic unbranched and branched aliphatic ethers via activation of C(sp3)-H. In the presence of 1 mol% of iron oxide, five and six membered unbranched cyclic ethers such as tetrahydrofuran and tetrahydropyran gave good to excellent yields of cross-coupled products. Whereas, in case of branched ether such as 2-methyltetrahydrofuran, it was observed that the arylation occurred at both the sides and gave moderate yields of a mixture of regioisomers. Among the organometallic species used, alkyl organometallic reagents gave less yields as compared to aryl organometallics.