954106-37-7

Basic information

• Product Name: (4R,5S)-3-(3,7-dimethyloct-6-enoyl)-4-methyl-5-phenyl-2-oxazolidinone
• Synonyms: (4R,5S)-3-(3,7-dimethyloct-6-enoyl)-4-methyl-5-phenyl-2-oxazolidinone
• CAS NO: 954106-37-7
• Molecular Weight: 329.439
• Mol File: 954106-37-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4R,5S)-3-(3,7-dimethyloct-6-enoyl)-4-methyl-5-phenyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S)-3-(3,7-dimethyloct-6-enoyl)-4-methyl-5-phenyl-2-oxazolidinone(954106-37-7)
• EPA Substance Registry System: (4R,5S)-3-(3,7-dimethyloct-6-enoyl)-4-methyl-5-phenyl-2-oxazolidinone(954106-37-7)

Safety Data

• Hazardous Substances Data: 954106-37-7(Hazardous Substances Data)

Upstream product

• 954106-23-1 C₃₇H₄₅NO₆ 
• 954106-39-9 C₂₅H₃₁NO₄ 
• 77943-39-6 4-methyl-5-phenyloxazolidin-2-one 
• 114144-94-4 (S)-3,7-Dimethyl-oct-6-enoyl chloride 
• 2111-53-7 (S)-(-)-citronellic acid 

Downstream Products

• 159164-17-7 lithium (4R,5S)-(+)-4-methyl-5-phenyl-2-oxazolidinone 
• 77943-39-6 4-methyl-5-phenyloxazolidin-2-one 
• 954106-18-4 C₁₈H₂₈O 
• 954106-39-9 C₂₅H₃₁NO₄ 

Relevant articles and documents

A study into asymmetric Nicholas cyclisation reactions

Three systematic approaches have been employed to investigate asymmetric Nicholas reactions. We found that the use of a chiral N-enoyl derivative provided acceptable levels of selectivity for an intermolecular Nicholas reaction, however, we were unable to identify an auxiliary that could be utilized in an asymmetric conjugate addition and a tandem inter/intramolecular series of Nicholas reactions. The use of chiral pool non-racemic propargyl alcohols, derived from citronellal, provided enhanced levels of selectivity. As a result of these studies we developed a series of Nicholas cyclisations derived from chiral non-racemic salicylaldehyde derivatives. These underwent an extremely rapid and highly efficient cyclisation, under Nicholas conditions, to afford a range of benzopyrans. The adjacent stereogenic centres appear to be formed with high levels of stereocontrol.