128240-79-9

Upstream product

• 128162-91-4 8-Phenylmenthyl (2S,3S)-5-Methyl-3-nitro-2-((triethylsilyl)oxy)hexanoate 
• 79271-56-0 triethylsilyl trifluoromethyl sulfonate 
• 128114-52-3 (-)-8-Phenylmenthyl 2-Hydroxy-5-methyl-3-nitro-hexanoate 

Downstream Products

• 128162-92-5 8-Phenylmenthyl (2S,3S)-3-Amino-2-hydroxy-5-methyl-hexanoate 
• 65253-04-5 (-)-8-phenylmenthol 
• 73397-20-3 (2S,3S)-3-Amino-2-hydroxy-5-methylhexanoic Acid 
• 128162-93-6 (4S,5S)-4-Isobutyl-2-methyl-4,5-dihydro-oxazole-5-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 

Relevant academic research and scientific papers

Synthesis of (2S,3R)-3-Amino-2-hydroxy-5-methylhexanoic Acid: Bridging Effect of KF

Natural (2S,3R)-3-amino-2-hydroxy-5-methylhexanoic acid is synthesized in 53-55percent yield (referred to (-)-8-phenylmenthol used as chiral auxiliary) by condensation of 1-nitro-3-methylbutane on (-)-8-phenylmenthol glyoxylate hydrate using KF as a mild base.With a large excess of KF in THF it has been possible to increase the diastereoselectivity of the nitro aldol condensation (up to I/II/III/IV = 77/13/10/0).