82430-64-6

Basic information

• Product Name: 1,3-Dioxolane, 2,2-dimethyl-4-[3-[(R)-(4-methylphenyl)sulfinyl]propyl]-, (4S)-
• CAS NO: 82430-64-6
• Molecular Formula: C15H22O3S
• Molecular Weight: 282.404
• Mol File: 82430-64-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxolane, 2,2-dimethyl-4-[3-[(R)-(4-methylphenyl)sulfinyl]propyl]-, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane, 2,2-dimethyl-4-[3-[(R)-(4-methylphenyl)sulfinyl]propyl]-, (4S)-(82430-64-6)
• EPA Substance Registry System: 1,3-Dioxolane, 2,2-dimethyl-4-[3-[(R)-(4-methylphenyl)sulfinyl]propyl]-, (4S)-(82430-64-6)

Safety Data

• Hazardous Substances Data: 82430-64-6(Hazardous Substances Data)

Upstream product

• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 67987-67-1 (4S)-4-(2-iodoethyl)-2,2-dimethyl-1,3-dioxolane 
• 95422-24-5 methyl (3S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate 
• 32233-43-5 2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 

Downstream Products

• 880344-47-8 (S)-1-[(2S,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-7-((R)-toluene-4-sulfinyl)-nonane-3,6-dione 
• 880344-54-7 C₄₇H₅₆O₈SSi 
• 880344-53-6 C₄₀H₅₂O₇SSi 
• 880344-52-5 (S)-9-[(2S,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-7-hydroxy-8-methyl-3-((R)-toluene-4-sulfinyl)-nonan-4-one 

Relevant articles and documents

Total synthesis and structural elucidation of azaspiracid-1. Construction of key building blocks for originally proposed structure

Syntheses of the three key building blocks (65, 98, and 100) required for the total synthesis of the proposed structure of azaspiracid-1 (1a) are described. Key steps include a TMSOTf-induced ring-closing cascade to form the ABC rings of tetracycle 65, a neodymium-catalyzed internal aminal formation for the construction of intermediate 98, and a Nozaki-Hiyama-Kishi coupling to assemble the required carbon chain of fragment 100. The synthesized fragments, obtained stereoselectively in both their enantiomeric forms, were expected to allow for the construction of all four stereoisomers proposed as possible structures of azaspiracid-1 (1a-d), thus allowing the determination of both the relative and absolute stereochemistry of the natural product.