115120-25-7

Basic information

• Product Name: Acetic acid (S)-phenyl-(1S,3R,4R)-2-thia-bicyclo[2.2.1]hept-5-en-3-yl-methyl ester
• CAS NO: 115120-25-7
• Molecular Weight: 260.357
• Mol File: 115120-25-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (S)-phenyl-(1S,3R,4R)-2-thia-bicyclo[2.2.1]hept-5-en-3-yl-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (S)-phenyl-(1S,3R,4R)-2-thia-bicyclo[2.2.1]hept-5-en-3-yl-methyl ester(115120-25-7)
• EPA Substance Registry System: Acetic acid (S)-phenyl-(1S,3R,4R)-2-thia-bicyclo[2.2.1]hept-5-en-3-yl-methyl ester(115120-25-7)

Safety Data

• Hazardous Substances Data: 115120-25-7(Hazardous Substances Data)

Upstream product

• 88358-49-0 Acetic acid 2-mercapto-1-phenyl-ethyl ester 
• 96-09-3 styrene oxide 
• 88358-43-4 2-acetoxy-2-phenylethyl phenacyl sulfide 
• 542-92-7 cyclopenta-1,3-diene 

Relevant articles and documents

Diastereoselectivity in the Diels-Alder Reactions of Thioaldehydes

The Diels-Alder reaction of thioaldehydes with cyclopentadiene occurs with a preference for the endo isomer.The highest selectivity is observed for thioaldehydes RCHS where R is a bulky group such as tert-butyl or isopropyl.Thioaldehydes having α-alkoxy, acetoxy, or siloxy substituents also react with useful endo selectivity.Secondary orbital overlap is a small factor in these reactions since α-oxo thioaldehydes react with relatively low endo selectivity.Steric effects are primarily responsible for the endo preferences observed.The Diels-Alder reactions of chiral α-oxygen substituted thioaldehydes also occur with useful thioformyl face selectivity.A Cornforth transition state 5 is most likely for the selectivity observed for α-alkoxy or acetoxy thioaldehydes, but the α-hydroxy analogue 23 reacts with the opposite facial preference.The highest face selectivity is obtained with the acetonide of thioglyceraldehyde, generated by photolysis of the phenacyl sulfide 15b.