124851-36-1

Basic information

• Product Name: (E)-2-styryl-3,4-dihydro-2H-pyran
• Synonyms: (E)-2-styryl-3,4-dihydro-2H-pyran
• CAS NO: 124851-36-1
• Molecular Weight: 186.254
• Mol File: 124851-36-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (E)-2-styryl-3,4-dihydro-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-styryl-3,4-dihydro-2H-pyran(124851-36-1)
• EPA Substance Registry System: (E)-2-styryl-3,4-dihydro-2H-pyran(124851-36-1)

Safety Data

• Hazardous Substances Data: 124851-36-1(Hazardous Substances Data)

Upstream product

• 3749-36-8 2-hydroxymethyl-3,4-dihydro-2H-pyran 
• 100-39-0 benzyl bromide 
• 100-73-2 acrolein dimer 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 79299-29-9 (E)-1-phenyl-1,5-hexadien-3-ol 
• 14371-10-9 (E)-3-phenylpropenal 
• 135218-48-3 (E)-(3-(allyloxy)hexa-1,5-dien-1-yl)benzene 
• 929906-56-9 (E)-2-styryl-3,6-dihydro-2H-pyran 

Downstream Products

• 17303-67-2 (2'E)-6-(2'phenylvinyl)-5,6-dihydro-2H-pyran-2-one 
• 124851-40-7 6-tert-Butylperoxy-2-((E)-styryl)-3,6-dihydro-2H-pyran 

Relevant articles and documents

Design, synthesis, in vitro cytotoxicity evaluation and structure-activity relationship of Goniothalamin analogs

A series of six/five member (E/Z)-Goniothalamin analogs were synthesized from commercially available (3,4-dihydro-2H-pyran-2-yl)methanol/5- (hydroxymethyl)dihydrofuran-2(3H)-one in three steps with good to moderate overall yields and their cytotoxicity against lymphoblastic leukemic T cell line (Jurkat E6.1) have been evaluated. Among the synthesized analogs, (Z)-Goniothalamin appeared to be the most active in cytotoxicity (IC 50 = 12 μM). Structure-activity relationship study indicates that introducing substituent in phenyl ring or replacing phenyl ring by pyridine/naphthalene, or decreasing the ring size of lactones (from six to five member) do not increase the cytotoxicity.

Ruthenium-catalyzed olefin metathesis double-bond isomerization sequence

A novel ruthenium-catalyzed tandem ring-closing metathesis (RCM) double-bond isomerization reaction is described in this paper. The utility of this method for the efficient syntheses of five-, six-, and seven-membered cyclic enol ethers is demonstrated. It relies on the conversion of a metathesis-active ruthenium carbene species to an isomerization-active ruthenium-hydride species in situ. This conversion is achieved by using various additives. Scope and limitations of the different protocols are discussed, and some mechanistic considerations based on 31P and 1H NMR spectroscopic studies are presented.