1579293-66-5

Basic information

• Product Name: ethyl (1S,2S,5S,6S)-6-((4-bromobenzyl)carbamoyl)-5-(hydroxymethyl)-4-methyl-2-propyl-3-((triisopropylsilyl)oxy)cyclohex-3-ene-1-carboxylate
• CAS NO: 1579293-66-5
• Molecular Weight: 624.731
• Mol File: 1579293-66-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl (1S,2S,5S,6S)-6-((4-bromobenzyl)carbamoyl)-5-(hydroxymethyl)-4-methyl-2-propyl-3-((triisopropylsilyl)oxy)cyclohex-3-ene-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (1S,2S,5S,6S)-6-((4-bromobenzyl)carbamoyl)-5-(hydroxymethyl)-4-methyl-2-propyl-3-((triisopropylsilyl)oxy)cyclohex-3-ene-1-carboxylate(1579293-66-5)
• EPA Substance Registry System: ethyl (1S,2S,5S,6S)-6-((4-bromobenzyl)carbamoyl)-5-(hydroxymethyl)-4-methyl-2-propyl-3-((triisopropylsilyl)oxy)cyclohex-3-ene-1-carboxylate(1579293-66-5)

Safety Data

• Hazardous Substances Data: 1579293-66-5(Hazardous Substances Data)

Upstream product

• 1579293-44-9 (2Z,4Z)-3-methyl-4-((triisopropylsilyl)oxy)octa-2,4-dien-1-ol 
• 1579293-65-4 ethyl (3aS,4S,5S,7aS)-7-methyl-3-oxo-5-propyl-6-((triisopropylsilyl)oxy)-1,3,3a,4,5,7a-hexahydroisobenzofuran-4-carboxylate 
• 3959-07-7 4-Bromobenzylamine 
• 1579293-43-8 ethyl (2Z,4Z)-3-methyl-4-((triisopropylsilyl)oxy)octa-2,4-dienoate 
• 1579293-42-7 ethyl (Z)-3-methyl-4-oxooct-2-enoate 
• 96-04-8 2,3-heptanedione 

Relevant articles and documents

Acylammonium salts as dienophiles in diels-alder/lactonization organocascades

α,I?-Unsaturated acylammonium salts, generated in situ from commodity acid chlorides and a chiral isothiourea organocatalyst, comprise a new and versatile family of chiral dienophiles for the venerable Diels-Alder (DA) cycloaddition. Their reactivity is unveiled through a highly diastereo- and enantioselective Diels-Alder/lactonization organocascade that generates cis- and trans-fused bicyclic I?- and I??-lactones bearing up to four contiguous stereocenters. Moreover, the first examples of DA-initiated, stereodivergent organocascades are described delivering complex scaffolds found in bioactive compounds. The origins of stereoselectivity are rationalized through computational studies. In addition, the utility of this methodology is demonstrated through a concise approach to the core structure of glaciolide and formal syntheses of fraxinellone, trisporic acids, and trisporols.