161807-14-3

Basic information

• Product Name: (-)-(1S)-4-((4R,E)-5-(tert-butyldiphenylsiloxy)-4-methyl-2-pentenyloxy)-1,5-dimethyl-9-oxo-8-oxabicyclo[4.3.0]nona-4,6-diene
• Synonyms: (-)-(1S)-4-((4R,E)-5-(tert-butyldiphenylsiloxy)-4-methyl-2-pentenyloxy)-1,5-dimethyl-9-oxo-8-oxabicyclo[4.3.0]nona-4,6-diene
• CAS NO: 161807-14-3
• Molecular Weight: 516.753
• Mol File: 161807-14-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (-)-(1S)-4-((4R,E)-5-(tert-butyldiphenylsiloxy)-4-methyl-2-pentenyloxy)-1,5-dimethyl-9-oxo-8-oxabicyclo[4.3.0]nona-4,6-diene(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(1S)-4-((4R,E)-5-(tert-butyldiphenylsiloxy)-4-methyl-2-pentenyloxy)-1,5-dimethyl-9-oxo-8-oxabicyclo[4.3.0]nona-4,6-diene(161807-14-3)
• EPA Substance Registry System: (-)-(1S)-4-((4R,E)-5-(tert-butyldiphenylsiloxy)-4-methyl-2-pentenyloxy)-1,5-dimethyl-9-oxo-8-oxabicyclo[4.3.0]nona-4,6-diene(161807-14-3)

Safety Data

• Hazardous Substances Data: 161807-14-3(Hazardous Substances Data)

Upstream product

• 161023-28-5 (S)-(+)-4,7a-dimethyl-7,7a-dihydro-2-benzofuran-1,5(3H,6H)-dione 
• 917871-11-5 (R)-(E)-(+)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-penten-1-ol 
• 917871-10-4 (R)-(E)-(+)-ethyl-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-pentenoate 
• 1352125-79-1 (1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 1352125-82-6 C₁₀H₁₄O₃ 
• 1352125-83-7 C₁₀H₁₄O₄ 
• 1352125-84-8 (1S,5R,6S)-1,5-dimethyl-5⁽⁶⁾-epoxy-4,9-dioxo-8-oxabicyclo[4.3.0]nonane 
• 6153-06-6 (E)-3-methylpent-2-en-4-yn-1-ol 
• 92817-88-4 (2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal 
• 95514-04-8 (R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol 
• 95514-03-7 (S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester 
• 139278-50-5 (E)-3-methyl-2,5-bis(triisopropylsiloxy)-1,3-pentadiene 
• 139312-00-8 (1R,4S)-2-((3R,4S)-2,4-dimethyl-1-triisopropylsiloxy-3-triisopropylsiloxymethyl-cyclohexene-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Relevant articles and documents

Studies culminating in the total synthesis and determination of the absolute configuration of (-)-saudin

A full account of studies that culminated in the total synthesis of both antipodes and the assignment of its absolute configuration of Saudin, a hypoglycemic natural product. Two approaches are described, the first proceeding though bicyclic lactone intermediates and related second monocyclic esters. The former was obtained via asymmetric Diels-Alder cycloaddition and the latter by an asymmetric annulation protocol. Both approaches employ a Lewis acid promoted Claisen rearrangement, with the successful approach taking advantage of bidentate chelation to control the facial selectivity of the key Claisen rearrangement.