444578-05-6

Basic information

• Product Name: 4-methyl-5-phenyl-(2E,4E)-pentadienyl thioacetate
• Synonyms: 4-methyl-5-phenyl-(2E,4E)-pentadienyl thioacetate
• CAS NO: 444578-05-6
• Molecular Weight: 232.346
• Mol File: 444578-05-6.mol

Chemical Properties

• CAS DataBase Reference: 4-methyl-5-phenyl-(2E,4E)-pentadienyl thioacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-5-phenyl-(2E,4E)-pentadienyl thioacetate(444578-05-6)
• EPA Substance Registry System: 4-methyl-5-phenyl-(2E,4E)-pentadienyl thioacetate(444578-05-6)

Safety Data

• Hazardous Substances Data: 444578-05-6(Hazardous Substances Data)

Upstream product

• 148601-11-0 (2E,4E)-4-methyl-5-phenyl-penta-2,4-dien-1-ol 
• 507-09-5 tiolacetic acid 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 58550-28-0 (2E,4E)-ethyl 4-methyl-5-phenylpenta-2,4-dienoate 

Downstream Products

• 444577-91-7 (E)-cinnamyl 4'-methyl-5'-phenyl-(2'E,4'E)-pentadienyl sulfide 
• 444577-88-2 (2E)-butenyl 4'-methyl-5'-phenyl-(2'E,4'E)-pentadienyl sulfide 
• 444577-89-3 3-methyl-2-butenyl 4'-methyl-5'-phenyl-(2'E,4'E)-pentadienyl sulfide 
• 444577-87-1 2-methyl-2-propenyl 4'-methyl-5'-phenyl-(2'E,4'E)-pentadienyl sulfide 
• 736947-54-9 1-[(2E,4E)-4-methyl-5-phenylpentadienylthio]acetyl-piperidine 
• 736947-93-6 1-[(2E,4E)-4-methyl-5-phenylpentadienylsulfonyl]acetyl-piperidine 
• 444577-95-1 (2E)-butenyl 4'-methyl-5'-phenyl-(2'E,4'E)-pentadienyl sulfone 
• 444577-94-0 2-methyl-2-propenyl 4'-methyl-5'-phenyl-(2'E,4'E)-pentadienyl sulfone 
• 444577-96-2 3-methyl-2-butenyl 4'-methyl-5'-phenyl-(2'E,4'E)-pentadienyl sulfone 
• 444577-98-4 (E)-cinnamyl 4'-methyl-5'-phenyl-(2'E,4'E)-pentadienyl sulfone 

Relevant articles and documents

Stereoselective synthesis of naturally occurring unsaturated amide alkaloids by a modified Ramberg-Baecklund reaction

A convenient and rapid approach for the synthesis of naturally occurring unsaturated amide alkaloids 1a-1n by the recently developed one-flask Ramberg-Baecklund reaction is described. The starting material was alcohol 3, which was transformed into thiolacetate 4 using the Mitsunobu reaction. In situ cleavage of acetyl moiety of 4, followed by alkylation of the resulting thiol with appropriate chloroacetamide 5, provided the sulfide 6. Oxidation of sulfide 6 gave the corresponding sulfone 2. Treatment of the sulfone 2 with the dibromodifluoromethane in the presence of alumina-supported potassium hydroxide in dichloromethane solution afforded unsaturated amide alkaloids 1a-1n. To the best of our knowledge, the synthesis of 1e and 1i was reported for the first time.

Stereoselective synthesis of substituted all-trans 1,3,5,7-octatetraenes by a modified Ramberg-B?cklund reaction

The reaction of allylic dienylic sulfone with dibromodifiuoromethane in the presence of alumina-supported KOH in dichloromethane solution results in facile rearrangement affording the corresponding all-trans 1,3,5,7-octatetraenes in excellent yields. This result shows that the double bonds of stereochemically defined allylic dienylic sulfone retain their stereochemistry and the newly formed double bond has an (E)-configurafion in the modified Rambeig-B?cklund procedure.