913945-79-6

Basic information

• Product Name: 3-{(S)-2-[1-Methoxy-meth-(Z)-ylidene]-cyclohexyl}-propionitrile
• CAS NO: 913945-79-6
• Molecular Weight: 179.262
• Mol File: 913945-79-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-{(S)-2-[1-Methoxy-meth-(Z)-ylidene]-cyclohexyl}-propionitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-{(S)-2-[1-Methoxy-meth-(Z)-ylidene]-cyclohexyl}-propionitrile(913945-79-6)
• EPA Substance Registry System: 3-{(S)-2-[1-Methoxy-meth-(Z)-ylidene]-cyclohexyl}-propionitrile(913945-79-6)

Safety Data

• Hazardous Substances Data: 913945-79-6(Hazardous Substances Data)

Upstream product

• 4594-78-9 (+)-(S)-3-(2-oxocyclohexyl)propionitrile 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 

Downstream Products

• 913945-80-9 1-(4-Fluoro-phenyl)-3-{(S)-2-[1-methoxy-meth-(Z)-ylidene]-cyclohexyl}-propan-1-one 

Relevant articles and documents

Asymmetric syntheses of enantiomeric 3-p-fluorophenyl 1,2,4-trioxane analogues of the antimalarial artemisinin

We have devised an asymmetric synthesis of chiral artemisinin analogues (+)-4a and (-)-4a that retain the tricyclic ring system found in the natural product. The key step in the preparation of (+)-4a involves an asymmetric MgCl2 promoted Michael addition of the (R)-(-)pyrrolidinemethanol-derived enamine 8 to acrylonitrile. This gives the corresponding ketone 9 in 50% yield (>95% ee). Subsequent elaboration of 9 provides the trioxane target (+)-4a in greater than 85% ee. Enantiomeric trioxane (-)-4a was prepared in a similar manner using (S)-(+)-pyrrolidinemethanol in the first step of the sequence.