188066-79-7

Basic information

• Product Name: (2S,4S)-4-Ethynyl-2-phenyl-[1,3]dioxane
• Synonyms: (2S,4S)-4-Ethynyl-2-phenyl-[1,3]dioxane
• CAS NO: 188066-79-7
• Molecular Weight: 188.226
• Mol File: 188066-79-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,4S)-4-Ethynyl-2-phenyl-[1,3]dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-4-Ethynyl-2-phenyl-[1,3]dioxane(188066-79-7)
• EPA Substance Registry System: (2S,4S)-4-Ethynyl-2-phenyl-[1,3]dioxane(188066-79-7)

Safety Data

• Hazardous Substances Data: 188066-79-7(Hazardous Substances Data)

Upstream product

• 145958-02-7 (2S,4S)-2-phenyl-1,3-dioxane-4-carboxaldehyde 
• 103773-79-1 [(2S,4S)-2-phenyl-1,3-dioxan-4-yl]methanol 
• 27491-70-9 dimethyl diazomethylphosphonate 

Downstream Products

• 188066-80-0 Trimethyl-((2S,4S)-2-phenyl-[1,3]dioxan-4-ylethynyl)-silane 

Relevant articles and documents

Enantioselective Total Synthesis of Mandelalide A and Isomandelalide A: Discovery of a Cytotoxic Ring-Expanded Isomer

The total synthesis of mandelalide A and its ring-expanded macrolide isomer isomandelalide A has been achieved. Unexpected high levels of cytotoxicity were observed with the ring-expanded isomandelalide A with a rank order of potency: mandelalide A > isomandelalide A > mandelalide B. Key aspects of the synthesis include Ag-catalyzed cyclizations (AgCC's) to construct both the THF and THP rings present in the macrocycle, diastereoselective Sharpless dihydroylation of a cis-enyne, and lithium acetylide coupling with a chiral epoxide.