145656-72-0

Upstream product

• 75-16-1 methylmagnesium bromide 
• 609798-33-6 2,6-di-tert-butyl-4-methoxyphenyl ethyl oxalate 

Downstream Products

• 148432-18-2 2-[(E)-(S)-2-Methoxymethyl-pyrrolidin-1-ylimino]-propionic acid 2,6-di-tert-butyl-4-methoxy-phenyl ester 
• 148432-21-7 (S)-(+)-1-[1-(2,6-Di-tert-butyl-4-methoxy-1-phenoxycarbonyl)-1-ethylideneamino]-2-(1-methoxy-1-ethylpropyl)pyrrolidine 
• 1427025-40-8 3-deoxy-5,6:7,8-di-O-isopropylidene-D-gluco-oct-2-ulosonic acid 2,6-di-t-butyl-4-methoxyphenyl ester 
• 1427025-41-9 3-deoxy-5,6:7,8-di-O-isopropylidene-D-manno-oct-2-ulosonic acid 2,6-di-t-butyl-4-methoxyphenyl ester 
• 1427025-34-0 3-deoxy-5,6-O-isopropylidene-D-erythro-hex-2-ulosonic acid 2,6-di-t-butyl-4-methoxyphenylester 
• 1427025-35-1 3-deoxy-5,6-O-isopropylidene-hex-2-ulosonic acid 2,6-di-t-butyl-4-methoxyphenylester 

Relevant academic research and scientific papers

Stable enols from Grignard addition to 1,2-diesters: Serendipity rules

The temperature-dependent formation of a remarkably stable enol from the reaction of EtMgBr with a 1,2-diester was accidentally discovered. This compound was spectroscopically characterized (1H and 13C NMR, IR), and both methyl carbo

Enantioselective synthesis of protected isotetronic acids

Isotetronic acids are subunits of a number of natural products. They are of interest in agricultural and pharmaceutical research and are important synthetic intermediates. This paper describes the first highly diastereo- and enantioselective synthesis of isotetronic acids in 4 to 5 steps (de, ee > 98%). Key steps in the reaction sequence are the diastereoselective aldol reaction of the 2-oxoesters 5 as their SAEP hydrazones (S)-6 with aldehydes, followed by base-promoted lactonization to the hydrazonolactones 8. Subsequent oxidative cleavage of the hydrazone moiety afforded the enantiomerically pure O-protected isotetronic acids (R)-/(S)-9.