99267-75-1

Basic information

• Product Name: (4S,5S)-2-((S)-4-Isopropenyl-cyclohex-1-enyl)-[1,3]dioxolane-4,5-dicarboxylic acid diethyl ester
• CAS NO: 99267-75-1
• Molecular Weight: 338.401
• Mol File: 99267-75-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4S,5S)-2-((S)-4-Isopropenyl-cyclohex-1-enyl)-[1,3]dioxolane-4,5-dicarboxylic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S)-2-((S)-4-Isopropenyl-cyclohex-1-enyl)-[1,3]dioxolane-4,5-dicarboxylic acid diethyl ester(99267-75-1)
• EPA Substance Registry System: (4S,5S)-2-((S)-4-Isopropenyl-cyclohex-1-enyl)-[1,3]dioxolane-4,5-dicarboxylic acid diethyl ester(99267-75-1)

Safety Data

• Hazardous Substances Data: 99267-75-1(Hazardous Substances Data)

Upstream product

• 13811-71-7 diethyl (2S,3S)-tartrate 
• 110919-21-6 (S)-1-Diethoxymethyl-4-isopropenyl-cyclohexene 
• 18031-40-8 (S)-(-)-perillaldehyde 

Relevant articles and documents

ASYMMETRIC SIMMONS-SMITH REACTIONS USING HOMOCHIRAL PROTECTING GROUPS

Asymmetric Simmons-Smith reactions of α,β-unsaturated acetals derived from chiral dialkyl tartrate or (2R,4R)-2,4-pentanediol are described.Treatment of the acetal with diethylzinc and methylene iodide gives a cyclopropane with high diastereoselectivity.The acetal group is readily transformed to the aldehyde or the ester group.In addition, the method is successfully applied to the enantioselective synthesis of 5,6-methanoleukotriene A4, a stable and selective inhibitor of leukotriene biosynthesis.