296766-60-4

Upstream product

• 138625-63-5 N-[2-hydroxy-1-(hydroxymethyl)ethyl]benzamide 
• 296766-50-2 [(2S,4R,5R)-N-2-(2,2-dimethoxyethyl)-4-methyl-1,3-dioxan-5-yl]benzamide 
• 10144-46-4 N-benzoyl-L-serine methyl ester 
• 79893-89-3 N-benzoyl-L-threonine methyl ester 
• 296766-71-7 (1S,2R)-N-[2-hydroxy-1-(hydroxymethyl)propyl]benzamide 
• 296766-47-7 N-[cis-2-(2',2'-dimethoxyethyl)-1,3-dioxan-5-yl]benzoylamine 

Relevant academic research and scientific papers

Diasteroselective cyclizations with enantiopure malonaldehyde monocycloacetals

The synthesis of a series of enantiopure malonaldehyde monocycloacetals is described. Treatment of 8b with L-tryptophan methyl ester, 5-methoxytryptamine, and tryptamine, respectively, in the Pictet-Spengler condensation gave the corresponding enantiomerically pure key precursors 1-3 and 17-21 in only two steps. Using a chiral amino-diol successfully realized the kinetic resolution of racemic carbolines 23 and 24.

Stereoselective transacetalization of 1,1,3,3-tetramethoxypropane and N- benzoylaminodiols

The transacetalization of 1,1,3,3-tetramethoxypropane and an N- benzoylaminodiol provided stereoselectively the corresponding 2,5- disubstituted-1,3-dioxanes. The stereochemistry of the rings formed in the transacetalization depended on the structure of the amino diol, and the ratio of the products depended on the reaction conditions, as expected. This kind of stereoselective transacetalization not only gives a series of useful building blocks but also generates interesting 1,3-dioxanes which target protein kinase C.