436807-66-8

Usage

Uses

Used in Organic Synthesis:
(2R,6S)-6-[(p-benzyloxyphenyl)vinyl]-2-(p-methoxyphenyl)tetrahydropyran is used as a key intermediate in organic synthesis for the creation of complex organic compounds. Its unique structure allows for further functionalization and the development of new molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (2R,6S)-6-[(p-benzyloxyphenyl)vinyl]-2-(p-methoxyphenyl)tetrahydropyran is used as a potential building block for the development of new drugs. Its chiral nature and functional groups may contribute to the design of innovative pharmaceutical agents with improved efficacy and selectivity.
Used in Materials Science:
(2R,6S)-6-[(p-benzyloxyphenyl)vinyl]-2-(p-methoxyphenyl)tetrahydropyran is utilized in materials science for the development of new materials with unique properties. (2R,6S)-6-[(p-benzyloxyphenyl)vinyl]-2-(p-methoxyphenyl)tetrahydropyran's structure may be employed to create novel polymers, coatings, or other materials with specific characteristics for various applications.
Used in Biological Research:
Due to the presence of aromatic groups, (2R,6S)-6-[(p-benzyloxyphenyl)vinyl]-2-(p-methoxyphenyl)tetrahydropyran may exhibit potential biological activity. It can be used in biological research to study its interactions with biological systems and explore its possible use as a therapeutic agent or a tool for understanding biological processes.

Upstream product

• 133043-10-4 5-oxo-6-(p-tolylsulfinyl)hexanoic acid 
• 133043-02-4 (+)-methyl <(S)R>-5-oxo-6-(p-tolylsulfinyl)hexanoate 
• 133043-03-5 (+)-methyl <5R,(S)R>-5-hydroxy-6-(p-tolylsulfinyl)hexanoate 
• 5544-60-5 4-(benzyloxy)benzyl bromide 
• 1026305-29-2 Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester 
• 612806-38-9 [(2S,6R)-2-(4-methoxyphenyl)tetrahydro-2H-pyran-6-yl]methanol 
• 436807-30-6 [5R,(S)R]-5-hydroxy-1-(p-methoxyphenyl)-6-(p-tolylsulfinyl)hexanone 
• 436807-64-6 [2S,6R,(S)R]-2-(p-methoxyphenyl)-6-[(p-tolylsulfinyl)methyl]tetrahydropyran 
• 436807-56-6 [5R,(S)R]-N-methoxy-N-methyl-5-hydroxy-6-(p-tolylsulfinyl)hexanamide 
• 836-43-1 4-benzyloxybenzyl alcohol 
• 436806-94-9 (2S,6R)-2-(p-methoxyphenyl)-6-formyltetrahydrofuran 

Downstream Products

• 30358-99-7 Centrolobin 

Relevant academic research and scientific papers

Stereoselective formal total synthesis of novel antibiotic (-)-centrolobine

A concise and stereoselective formal total synthesis of (-)-centrolobine is achieved utilizing Mioskowski's Lewis acid mediated epoxide opening followed by ring-closing metathesis as the key reaction.

Reductive cyclizations of hydroxysulfinyl ketones: Enantioselective access to tetrahydropyran and tetrahydrofuran derivatives

The stereocontrolled formation of cis-2,5-disubstituted tetrahydrofurans and cis-2,6-disubstituted tetrahydropyrans is achieved from enantiopure ketosulfinyl esters by reduction, Weinreb's amide, and ketone formation, followed by the reductive cyclization (Et3SiH/TMSOTf) of the resulting hydroxysulfinyl ketones. The sulfoxide-bearing heterocycles were transformed into two natural products, (-)-centrolobine (1) and both enantiomers of cis-(6-methyltetrahydropyran-2-yl)acetic acid (2).

First enantioselective total synthesis of (-)-Centrolobine.

[structure: see text] The first enantioselective total synthesis of (-)-Centrolobine is described. The key reaction is the synthesis of the cis-disubstituted tetrahydropyran framework by intramolecular cyclization of the enantiopure hydroxyketone 3 with E