255721-19-8

Basic information

• Product Name: 2-(3,4-dimethoxy-phenyl)-2-isopropyl-5-(tetrahydro-pyran-2-yloxy)-pentanenitrile
• Synonyms: 2-(3,4-dimethoxy-phenyl)-2-isopropyl-5-(tetrahydro-pyran-2-yloxy)-pentanenitrile
• CAS NO: 255721-19-8
• Molecular Weight: 361.481
• Mol File: 255721-19-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(3,4-dimethoxy-phenyl)-2-isopropyl-5-(tetrahydro-pyran-2-yloxy)-pentanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-dimethoxy-phenyl)-2-isopropyl-5-(tetrahydro-pyran-2-yloxy)-pentanenitrile(255721-19-8)
• EPA Substance Registry System: 2-(3,4-dimethoxy-phenyl)-2-isopropyl-5-(tetrahydro-pyran-2-yloxy)-pentanenitrile(255721-19-8)

Safety Data

• Hazardous Substances Data: 255721-19-8(Hazardous Substances Data)

Upstream product

• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 110-87-2 3,4-dihydro-2H-pyran 
• 33821-94-2 3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide 
• 20850-49-1 2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile 

Downstream Products

• 255721-21-2 (4S)-(-)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate 
• 255721-20-1 (RS)-4-cyano-4-(3,4-dimethoxyphenyl)-4-isopropylbutyl acetate 
• 36770-70-4 (2R)-(+)-2-(3,4-dimethoxyphenyl)-5-hydroxy-2-isopropylpentanenitrile 
• 36770-70-4 (2S)-(-)-2-(3,4-dimethoxyphenyl)-5-hydroxy-2-isopropylpentanenitrile 
• 36770-70-4 2-(3,4-dimethoxyphenyl)-5-hydroxy-2-(methylethyl)pentanenitrile 

Relevant articles and documents

Enzyme-catalysed improved resolution of (RS)-4-cyano-4-(3,4- dimethoxyphenyl)-4-isopropyl-1-butanol

Resolutions of (RS)-4-cyano-4-(3,4-dimethoxyphenyl)-4-isopropyl-1- butanol 1 using various enzymes were performed. Among them, Pseudomonas fluorescens resolved it with moderate stereoselectivity (E=13) and reacted faster with the (S)-enantiomer. To optimize enzyme-catalysed reaction conditions for the resolution, the effect of solvents and additives was studied. In n-hexane:ethyl acetate (9:1), both reaction rate and selectivity were high. When pyridine, potassium carbonate and molecular sieves were used as additives, the enantiomeric excess of the (R)-enantiomer was 99, 99 and 98% at 52-60% conversion, respectively. However, in diisopropyl ether, the enantiomeric excess of unreacted alcohol (R)-1 was up to 99% at 70% conversion without additives.