247910-76-5

Basic information

• Product Name: Z-5-[cis-4-(tert-Butyldiphenylsilyloxy)but-2-enylidene]-3-(trans-3-hydroxyprop-1-enyl)furan-2(5H)-one
• Synonyms: Z-5-[cis-4-(tert-Butyldiphenylsilyloxy)but-2-enylidene]-3-(trans-3-hydroxyprop-1-enyl)furan-2(5H)-one
• CAS NO: 247910-76-5
• Molecular Weight: 446.618
• Mol File: 247910-76-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Z-5-[cis-4-(tert-Butyldiphenylsilyloxy)but-2-enylidene]-3-(trans-3-hydroxyprop-1-enyl)furan-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: Z-5-[cis-4-(tert-Butyldiphenylsilyloxy)but-2-enylidene]-3-(trans-3-hydroxyprop-1-enyl)furan-2(5H)-one(247910-76-5)
• EPA Substance Registry System: Z-5-[cis-4-(tert-Butyldiphenylsilyloxy)but-2-enylidene]-3-(trans-3-hydroxyprop-1-enyl)furan-2(5H)-one(247910-76-5)

Safety Data

• Hazardous Substances Data: 247910-76-5(Hazardous Substances Data)

Upstream product

• 1128-24-1 L-idaro-1,4-lactone 
• 69617-71-6 3,5-di-O-acetyl-2,6-dibromo-2,6-dideoxy-D-glucono-1,4-lactone 
• 247910-68-5 E-3-Bromo-5-(2-bromoethylidene)furan-2(5H)-one 
• 247910-67-4 Z-3-Bromo-5-(2-bromoethylidene)furan-2(5H)-one 
• 1198-69-2 D-glucono-1,4-lactone 
• 111975-45-2 3,5-di-O-acetyl-2,6-dibromo-2,6-dideoxy-L-idono-1,4-lactone 
• 136787-49-0 3-(tert-butyldiphenylsilyloxy)prop-1-ene 
• 129151-32-2 2,6-dibromo-2,6-dideoxy-L-idono-1,4-lactone 
• 115869-43-7 (tert-butyldiphenylsilanyloxy)acetaldehyde 
• 82994-41-0 (E)-3-(tri-n-butylstannyl)-2-propen-1-ol 
• 247910-74-3 Z-3-Bromo-5-[cis-4-(tert-butyldiphenylsilyloxy)but-2-enylidene]furan-2(5H)-one 

Relevant articles and documents

Stereoselective Synthesis of Lissoclinolide and Proof that 'Tetrenolin' is Identical to Lissoclinolide

A 6-step synthesis of the γ-alkylidenebutenolide lissoclinolide (1; 40 percent yield) is described. The Z-configured C1' = Cγ bond was established by an anti-elimination from dihydroxylactone 10, the trans-configured C3' = C2' bond by a Wittig reaction of ylid Z-15 with (tert-butyldiphenylsilyloxy)acetaldehyde. Digressing from this synthesis (Scheme 7), we obtained compound 2 with the surmised structure of tetrenolin. However, the correct structure of 'tetrenolin' turned out to be the same as lissoclinolide. Compound 1 exhibited moderate antimicrobial activity while 2 did not.