419541-53-0

Basic information

• Product Name: (3R)-1-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-5-(2,2-dimethyl-2-silapropyl)hex-5-en-3-ol
• Synonyms: (3R)-1-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-5-(2,2-dimethyl-2-silapropyl)hex-5-en-3-ol
• CAS NO: 419541-53-0
• Molecular Weight: 440.773
• Mol File: 419541-53-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (3R)-1-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-5-(2,2-dimethyl-2-silapropyl)hex-5-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-1-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-5-(2,2-dimethyl-2-silapropyl)hex-5-en-3-ol(419541-53-0)
• EPA Substance Registry System: (3R)-1-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-5-(2,2-dimethyl-2-silapropyl)hex-5-en-3-ol(419541-53-0)

Safety Data

• Hazardous Substances Data: 419541-53-0(Hazardous Substances Data)

Upstream product

• 18388-03-9 2-chloromethyl-3-trimethylsilyl-1-propene 
• 112897-03-7 3-(tert-butyldiphenylsilyloxy)-1-propanal 
• 129601-00-9 3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)propionitrile 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 164662-96-8 1-trimethylsilyl-2-(tributylstannyl)methyl-2-propene 
• 63584-47-4 (1-tert-butylsulfanyl-vinyloxy)trimethylsilane 

Downstream Products

• 854749-28-3 3-(tert-butyl-dimethyl-silanyloxy)-4-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-thiobutyric acid S-tert-butyl ester 

Relevant articles and documents

Enantioselective Synthesis of cis-2,6-Disubstituted-4-methylene Tetrahydropyrans via Chromium Catalysis?

Enantioenriched 2,6-disubstituted 4-methylene tetrahydropyrans have been obtained via a two-step sequence consisting of a highly enantioselective chromium-catalyzed carbonyl 2-(trimethylsilyl methyl)allylation and Prins cyclization. Commercially available (2-(chloromethyl)allyl)trimethylsilane serves as the bifunctional linchpin to combine two aldehydes to assemble the 2,6-disubstituted pyrans. A variety of functional groups are compatible under the mild reaction conditions. The synthetic utility of this methodology was demonstrated by the asymmetric synthesis of 16 examples of homoallylic alcohol and 8 examples of 2,6-disubstituted 4-methylene tetrahydropyrans, including an advanced intermediate which could be transformed to natural product centrolobine via a known procedure.

Total synthesis of (+)-dactylolide

(Chemical Equation Presented) The development of an approach leading to the total synthesis of dactylolide is described. The key features of this route include a catalytic asymmetric allylation, a diastereoselective pyran annulation, and a Horner-Wadswort