75245-29-3

Basic information

• Product Name: erythro-3-Hydroxy-2,3-dimesityl-propionsaeure
• CAS NO: 75245-29-3
• Molecular Weight: 326.436
• Mol File: 75245-29-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: erythro-3-Hydroxy-2,3-dimesityl-propionsaeure(CAS DataBase Reference)
• NIST Chemistry Reference: erythro-3-Hydroxy-2,3-dimesityl-propionsaeure(75245-29-3)
• EPA Substance Registry System: erythro-3-Hydroxy-2,3-dimesityl-propionsaeure(75245-29-3)

Safety Data

• Hazardous Substances Data: 75245-29-3(Hazardous Substances Data)

Upstream product

• 487-68-3 mesytaldehyde 

Relevant articles and documents

Stereochemistry of the Addition of Carboxylic Acid Dianions to Aldehydes under Kinetic and Thermodynamic Control - Synthesis and Configurational Assignment of 2,3-Disubstituted threo- and erythro-3-Hydroxycarboxylic Acids

Under kinetically controlled conditions (-50 deg C, 10 min) the carboxylic dianions 2 add to aldehydes 3 to give the threo/erythro-adducts 4/5 (Scheme 1); the threo-selectivity markedly increases with the bulkiness of the substituents of 2 or 3 and decreases with the charge/radius ratio of the counter-ions of 2.From these results a syn-transition state with a HOMO-LUMO ineraction between 2 and 3 is derived (Scheme 3).For appropriate substituents a far higher threo-selectivity is observed under thermodynamically (22-50 deg C, 1-3 days) than under kinetically controlled conditions.We describe the isolation of the hydroxy acids 6 and 7, which are formed from 4 and 5 on acidic hydrolysis, and show how their configurations can be unambiguously assigned on the basis of 1H-NMR data.