94226-82-1

Upstream product

• 94226-56-9 tert-butyl 2-(dibenzylamino)ethanoate 
• 2528-61-2 Heptanoic acid chloride 

Downstream Products

• 118965-99-4 (2S,3R)-2-Dibenzylamino-3-hydroxy-nonanoic acid 
• 118965-99-4 (2S,3S)-2-Dibenzylamino-3-hydroxy-nonanoic acid 
• 118965-99-4 2-Dibenzylamino-3-hydroxy-nonanoic acid 
• 50730-85-3 2-Amino-3-hydroxy-pelargonsaeure 
• 94226-67-2 (2R,3R)-2-Dibenzylamino-3-hydroxy-nonanoic acid tert-butyl ester 
• 94226-67-2 (2R,3S)-2-Dibenzylamino-3-hydroxy-nonanoic acid tert-butyl ester 
• 94226-67-2 2-Dibenzylamino-3-hydroxy-nonanoic acid tert-butyl ester 

Relevant academic research and scientific papers

DIASTEREOSELECTIVE SYNTHESIS OF α-AMINO-β-HYDROXYACIDS

threo-α-Dibenzylamino-β-hydroxyesters (2) have been synthesised with high diastereoselectivity through the reduction of α-dibenzylamino-β-oxoesters (4) and then transformed into threo-α-amino-β-hydroxyacids.

DIBENZYLAMINOACETATES AS USEFUL SYNTHETIC EQUIVALENTS OF GLYCINE IN THEi SYNTHESIS OF α-AMINO-β-HYDROXYACIDS

The stereochemical course of three new simple methodologies for the preparation of α-amino-β-hydroxyacids starting from dibenzylaminoacetates as synthetic equivalents of glycine is described.While the aldol-type condensation via lithium enolates gave results highly dependent on the aldehyde employed, producing in some cases diastereoselectivities up to 5:1 for the anti isomers, the acid-catalysed aldol condensation of silyl ketene acetals yielded predominantly syn adducts with selectivities from 5:1 to 32:1.Finally the acylation-reduction procedure gave the best results in terms of yields and stereoselectivities, affording syn isomers with excellent induction ( 13:1).