1334180-38-9

Basic information

• Product Name: ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-(trimethylsilyloxy)but-2-enyloxy]-3-oxo-5-phenylpentanoate
• CAS NO: 1334180-38-9
• Molecular Weight: 418.565
• Mol File: 1334180-38-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-(trimethylsilyloxy)but-2-enyloxy]-3-oxo-5-phenylpentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-(trimethylsilyloxy)but-2-enyloxy]-3-oxo-5-phenylpentanoate(1334180-38-9)
• EPA Substance Registry System: ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-(trimethylsilyloxy)but-2-enyloxy]-3-oxo-5-phenylpentanoate(1334180-38-9)

Safety Data

• Hazardous Substances Data: 1334180-38-9(Hazardous Substances Data)

Upstream product

• 1334180-29-8 ethyl (R)-5-(allyloxy)-3-oxo-5-phenylpentanoate 
• 1334180-35-6 (R)-3-allyloxy-3-phenylpropanenitrile 
• 1334180-23-2 ethyl (R)-5-(allyloxy)-2-diazo-3-oxo-5-phenylpentanoate 
• 1334180-36-7 ethyl (R)-2-diazo-3-oxo-5-(2-oxoethoxy)-5-phenylpentanoate 
• 1334180-24-3 ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate 
• 7677-24-9 trimethylsilyl cyanide 
• 1334180-37-8 ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-hydroxybut-2-enyloxy]-3-oxo-5-phenylpentanoate 
• 1334180-32-3 (4R)-N-[(3R)-3-allyloxy-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione 
• 56318-28-6 (bis(allyloxy)methyl)benzene 
• 20780-54-5 (S)-styrene oxide 
• 73627-97-1 (R)-3-phenyl-3-hydroxypropanenitrile 

Downstream Products

• 1334180-41-4 (2R,5R,9R)-9-methyl-2-phenyl-9-vinyl-1,7-dioxaspiro[4.4]nonane-4,6-dione 
• 1334180-40-3 (2R,5S,9R)-9-methyl-2-phenyl-9-vinyl-1,7-dioxaspiro[4.4]nonane-4,6-dione 
• 165170-94-5 (5S,9S)-9-methyl-2-phenyl-9-vinyl-1,7-dioxaspiro[4.4]non-2-ene-4,6-dione 

Relevant articles and documents

Synthesis of the anti-HIV agent (-)-hyperolactone C by using oxonium ylide formation-rearrangement

Starting from readily available (S)-styrene oxide an asymmetric synthesis is described of the naturally occurring anti-HIV spirolactone (-)-hyperolactone C, which possesses adjacent fully substituted stereocenters. The key step involves a stereocontrolled RhII-catalysed oxonium ylide formation-[2,3] sigmatropic rearrangement of an α-diazo-β-ketoester bearing allylic ether functionality. From the resulting furanone, an acid-catalysed lactonisation and dehydrogenation gives the natural product.