127015-48-9

Basic information

• Product Name: 4-Pentenoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-phenyl-, ethyl ester, (4E)-
• CAS NO: 127015-48-9
• Molecular Formula: C19H30O3Si
• Molecular Weight: 334.531
• Mol File: 127015-48-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-Pentenoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-phenyl-, ethyl ester, (4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentenoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-phenyl-, ethyl ester, (4E)-(127015-48-9)
• EPA Substance Registry System: 4-Pentenoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-phenyl-, ethyl ester, (4E)-(127015-48-9)

Safety Data

• Hazardous Substances Data: 127015-48-9(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 42201-84-3 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene 
• 95728-97-5 (E)-ethyl 3-hydroxy-5-phenylpent-4-enoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 267417-93-6 (E)-3-(tert-Butyl-dimethyl-silanyloxy)-5-phenyl-pent-4-en-1-ol 
• 17303-67-2 (2'E)-6-(2'phenylvinyl)-5,6-dihydro-2H-pyran-2-one 
• 1307803-26-4 (E)-3-[(tert-butyldimethylsilyl)oxy]-5-phenylpent-4-enoic acid 
• 1307803-36-6 C₃₀H₄₆N₄O₇ 
• 1308655-89-1 turnagainolide A 
• 1308655-90-4 turnagainolide B 
• 1307803-23-1 C₃₁H₄₈N₄O₇ 
• 677334-32-6 3-(tert-butyldimethylsilyloxy)-5-phenylpent-4-enal 

Relevant articles and documents

Reversal of Chemoselectivity in Organotin Lewis Acid-Catalyzed Reaction of Ketene Silyl Acetal with Aldehyde and α-Enal

The organotin Lewis acid-catalyzed reaction of ketene silyl acetal with aldehydes results in reversal of chemoselectivity: α-enals react preferentially or exclusively in competition with an alkanal or even aromatic aldehydes.

Turnagainolides A and B, cyclic depsipeptides produced in culture by a Bacillus sp.: Isolation, structure elucidation, and synthesis

Two new cyclic depsipeptides, turnagainolides A (1) and B (2), have been isolated from laboratory cultures of a marine isolate of Bacillus sp. The structures of 1 and 2, which are simply epimers at the site of macrolactonization, were elucidated by analysis of NMR data and chemical degradation. A total synthesis of the turnagainolides confirmed their structures. Turnagainolide B (2) showed activity in a SHIP1 activation assay. (Chemical Equation Presented).

Substituent effects on the stereochemical course of electrophile- initiated tetrahydropyran-forming reactions: A possible stereoelectronic effect

A series of 4-penten-1,3-diol derivatives were prepared and treated with phenylselenenyl chloride to provide tetrahydropyrans. The stereochemical course of the reactions is consistent with a chair-like transition state in which the oxygen substituent at the 3-position largely occupies an axial site. A structurally related 3-methyl-4-penten-1-ol derivative gave a major product consistent with a chair transition state in which the methyl group occupies an equatorial site.