108677-84-5

Upstream product

• 4374-53-2 3,3-dimethyl-oxirane-2-carboxylic acid 
• 74-89-5 methylamine 
• 108671-39-2 ((N-methyl-N-trimethylsilyl)amino)ketene bis(trimethylsilyl)acetal 
• 67-64-1 acetone 
• 75974-47-9 α-bromo-β-methoxy-isovaleric acid 

Downstream Products

• 154524-89-7 C₆₁H₈₆N₆O₁₃ 
• 154524-84-2 Boc-L-Leu-DL-HOMeVal-D-Hmp-OPac 
• 154632-78-7 Boc-L-Leu-L-HOMeVal-D-Hmp-OPac 
• 127785-64-2 aureobasidin A 
• 154524-82-0 Boc-L-Leu-DL-HOMeVal-OBzl 
• 154561-17-8 Boc-DL-HOMeVal-OBzl 

Relevant academic research and scientific papers

Etude par la Modelisation Moleculaire de la Regioselectivite de l'Ouverture des Acides Glycidiques par les Amines Aliphatiques

A model for glycidic acids opening reaction by ammonia and amines has been suggested from semi-empiric orbital calculations.It provides a way for evaluating the different interactions between the incoming nucleophile and the oxirane substituents.Steric and coulombic interactions of the carboxylate in staggered conformation (cis substitution) has a major influence to rationalize experimental regioselectivity.

SYNTHESIS OF α-AMINO-β-HYDROXY ACIDS USING KETENE BIS(TRIMETHYLSILYL) ACETAL OR ITS N-METHYL-N-TRIMETHYLSILYL ANALOG

Condensation of the title compounds with aldehydes and ketones in the presence of trimethylsilyl triflate provided the correspondig α-amino-β-hydroxy acids in fair to good yields as a mixture of diastereomers.