102245-18-1

Basic information

• Product Name: Pyrrolidine, 1-(1-cyclohexen-1-yl)-2-[[(trimethylsilyl)oxy]methyl]-, (S)-
• CAS NO: 102245-18-1
• Molecular Formula: C14H27NOSi
• Molecular Weight: 253.46
• Mol File: 102245-18-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 1-(1-cyclohexen-1-yl)-2-[[(trimethylsilyl)oxy]methyl]-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 1-(1-cyclohexen-1-yl)-2-[[(trimethylsilyl)oxy]methyl]-, (S)-(102245-18-1)
• EPA Substance Registry System: Pyrrolidine, 1-(1-cyclohexen-1-yl)-2-[[(trimethylsilyl)oxy]methyl]-, (S)-(102245-18-1)

Safety Data

• Hazardous Substances Data: 102245-18-1(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 102245-14-7 C₁₁H₁₉NO 
• 108-94-1 cyclohexanone 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 

Downstream Products

• 4594-78-9 (+)-(S)-3-(2-oxocyclohexyl)propionitrile 
• 24738-84-9 S-2-<2-(carbomethoxyl)ethyl>cyclohexanone 
• 77397-55-8 R-2-<2-(carbomethoxyl)ethyl>cyclohexanone 
• 124318-21-4 (1'R^*,2S^*)-2-[phenyl(1-pyrrolidinyl)methyl]cyclohexanone 

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.