155898-96-7

Basic information

• Product Name: (1'R,2'S,5'R)-2'-(1-methyl-1-phenylethyl)-5'-methylcyclohexyl (S)-endo-2-bicyclo<2.2.1>hept-5-enecarboxylate
• CAS NO: 155898-96-7
• Molecular Weight: 352.517
• Mol File: 155898-96-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (1'R,2'S,5'R)-2'-(1-methyl-1-phenylethyl)-5'-methylcyclohexyl (S)-endo-2-bicyclo<2.2.1>hept-5-enecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (1'R,2'S,5'R)-2'-(1-methyl-1-phenylethyl)-5'-methylcyclohexyl (S)-endo-2-bicyclo<2.2.1>hept-5-enecarboxylate(155898-96-7)
• EPA Substance Registry System: (1'R,2'S,5'R)-2'-(1-methyl-1-phenylethyl)-5'-methylcyclohexyl (S)-endo-2-bicyclo<2.2.1>hept-5-enecarboxylate(155898-96-7)

Safety Data

• Hazardous Substances Data: 155898-96-7(Hazardous Substances Data)

Upstream product

• 72526-00-2 (-)-8-phenylmenthyl acrylate 
• 542-92-7 cyclopenta-1,3-diene 

Relevant articles and documents

A REINVESTIGATION OF ASYMMETRIC INDUCTION IN DIELS-ALDER REACTIONS

The chiral induction in the Diels-Alder addition 12, assessed reliably by (19)F-NMR-spectroscopy of the endo-esters 4, varied between 47-93 percent in favor of the 2-(R)-adducts 2 depending on the auxiliary chiral group and the Lewis-acid catalyst.

AlPO4-Catalysed Asymmetric Diels-Alder Reactions of Cyclopentadiene with Chiral Acrylates

Reactions of cyclopentadiene with several chiral acrylates are studied and compared with the same reactions catalysed by Zn(II)-exchanged K10 montmorillonite.In general, amorphous AlPO4 is a more efficient catalyst than the clay.In particular, the reaction of cyclopentadiene with (-)-8-phenylmenthyl acrylate leads to 74percent diastereomeric excess (d.e.) in methylene chloride at low temperatures.This result constitutes the highest asymmetric induction described to date for solid-catalysed asymmetric Diels-Alder reaction.When the reactions are carried out in the absence of a solvent a noticeable decrease in selectivity is observed, probably due to an extensive competition of non-catalysed reaction.

Preparation of 8-Phenylmenthol and Its Diastereomer, 2-epi,ent-8-Phenylmenthol. A Caveat

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