1013326-57-2

Basic information

• Product Name: (Z)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal
• Synonyms: (Z)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal
• CAS NO: 1013326-57-2
• Molecular Weight: 338.522
• Mol File: 1013326-57-2.mol

Chemical Properties

• CAS DataBase Reference: (Z)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal(1013326-57-2)
• EPA Substance Registry System: (Z)-4-((tert-butyldiphenylsilyl)oxy)-2-methylbut-2-enal(1013326-57-2)

Safety Data

• Hazardous Substances Data: 1013326-57-2(Hazardous Substances Data)

Downstream Products

• 1013326-03-8 (Z)-(2S)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol 
• 1013326-04-9 (Z)-(2R)-5-(tert-butyldiphenylsilanyloxy)-3-methyl-1-(Rs)-(toluene-4-sulfinyl)pent-3-en-2-ol 

Relevant articles and documents

Toward Leiodermatolide: Synthesis of the Core Structure

The macrocyclic core (35) of the marine natural product leiodermatolide (1) was synthesized from two key fragments, vinyl iodide 23 (C1-C11 part) and vinyl stannane 31 (C12-C18 part). A Stille coupling led to conjugated Z,Z-diene 32. The derived seco acid 34 was cyclized using a Yamaguchi macrolactonization. Key steps in the assembly of vinyl iodide 23 were a Paterson aldol reaction, and a Kumada coupling on a triflate derivative to create the C4-C5 trisubstituted double bond. The two stereocenters in fragment 31 were established by a Marshall-Tamaru reaction. The longest linear sequence comprises 20 steps.