1451998-77-8

Basic information

• Product Name: 1-(4-hydroxyphenyl)-2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethanone
• Synonyms: 1-(4-hydroxyphenyl)-2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethanone
• CAS NO: 1451998-77-8
• Molecular Weight: 326.392
• Mol File: 1451998-77-8.mol

Chemical Properties

• CAS DataBase Reference: 1-(4-hydroxyphenyl)-2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-hydroxyphenyl)-2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethanone(1451998-77-8)
• EPA Substance Registry System: 1-(4-hydroxyphenyl)-2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethanone(1451998-77-8)

Safety Data

• Hazardous Substances Data: 1451998-77-8(Hazardous Substances Data)

Upstream product

• 25305-58-2 ethyl 5-(4-methoxyphenyl)-5-oxopentanoate 
• 1426679-84-6 (R)-ethyl 5-hydroxy-5-(4-methoxyphenyl)pentanoate 
• 1426679-85-7 (R)-ethyl 5-(tert-butyldimethylsilyloxy)-5-(4-methoxyphenyl)pentanoate 
• 1426679-87-9 (R)-tert-butyl(1-(4-methoxyphenyl)hex-5-enyloxy)dimethylsilane 
• 1172594-99-8 (R) 1-(4-methoxyphenyl)-5-hexen-1-ol 
• 1426679-88-0 1-(4-(tert-butyldimethylsilyloxy)phenyl)-2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethanone 
• 1426679-86-8 5-((tert-butyldimethylsilyl)oxy)-5-(4-methoxyphenyl)pentanal 
• 1451998-74-5 (S)-1-(4-methoxyphenyl)-4-(1,4-dioxaspiro[4.5]decan-2-yl)butan-1-one 
• 726193-05-1 (4S)-1-bromo-4,5-cyclohexylidenedioxypentane 
• 15190-13-3 (4-methoxy-phenyl)-morpholin-4-yl-acetonitrile 
• 1220326-99-7 ((2S,6R)-6-(4-methoxyphenyl) tetrahydro-2H-pyran-2-yl) methanol 
• 1220326-96-4 (S)-1-(4-methoxyphenyl)-4-(1,4-dioxaspiro[4.5]decan-2-yl)butan-1-ol 
• 1451998-75-6 (2S,6R)-2-(bromomethyl)-6-(4-methoxyphenyl)tetrahydro-2H-pyran 
• 1451998-76-7 1-(4-(benzyloxy)phenyl)-2-((2S,6R)-6-(4-methoxyphenyl)tetrahydro-2H-pyran-2-yl)ethanone 

Relevant articles and documents

Chemoenzymatic total synthesis of four stereoisomers of centrolobine

Abstract Four stereoisomers of centrolobine, (3R,7S)-(-)-centrolobine (1), (3S,7S)-(-)-epi-centrolobine (2), (3S,7R)-(+)-centrolobine (3), and (3R,7R)-(+)-epi-centrolobine (4) have been achieved in an efficient manner in 24-28% overall yield over 9-10 linear steps starting from cheap and commercially available 4-methoxybenzaldehyde following chemoenzymatic protocol. The key features of this synthetic protocol are enzymatic resolution, cross-metathesis (CM), and our own developed tandem isomerization followed by C-O and C-C bond formation reaction.

Synthesis of (+)-centrolobine and its analogues by using acyl anion chemistry

A new route based on the use of acyl anion chemistry was developed for the synthesis of (+)-centrolobine and its analogues. Acid-catalyzed benzylic cation initiated cyclization was the key step in the stereoselective formation of the cis-2,6-disubstituted tetrahydropyran ring. The developed methodology was applied to the synthesis of (+)-centrolobine analogues containing electron-donating substituents in the aryl rings.

A flexible enantioselective synthesis of (+)-centrolobine and 5-epi-diospongin-A using asymmetric transfer hydrogenation/tandem Grubbs cross-metathesis/oxy-Michael reaction as key steps

An efficient enantioselective synthesis of (+)-centrolobine and 5-epi-diospongin-A was achieved by the use of asymmetric transfer hydrogenation (ATH)/tandem Grubbs cross-metathesis/oxy-Michael reaction. Furthermore, this strategy allows for diastereodiver