2280-28-6

Usage

Chemical Properties

white fluffy shiny powder

InChI:InChI=1S/C5H11NO3/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)

Upstream product

• 18801-86-0 2-amino-3-methoxy-3-methylbutanoic acid 
• 4374-53-2 3,3-dimethyl-oxirane-2-carboxylic acid 
• 20836-49-1 ketene bis(trimethylsilyl) acetal 
• 67-64-1 acetone 
• 7647-01-0 hydrogenchloride 
• 106272-96-2 3-acetyl-5,5-dimethyl-1,1-dioxo-2-phenyl-1λ⁶-thiazolidine-4-carboxylic acid 
• 75974-47-9 α-bromo-β-methoxy-isovaleric acid 
• 33550-36-6 Dimethyl-3,3 diethoxycarbonyl-1,2 aziridine 
• 541-47-9 3-Methylbutenoic acid 
• 10544-72-6 dinitrogen tetraoxide 
• 32817-15-5 copper(II) glycinate 
• 14598-96-0 DL-N-Benzyl-β-hydroxyvalin 
• 33550-37-7 3-Acetoxy-2-ethoxycarbonylamino-3-methyl-butyric acid ethyl ester 

Downstream Products

• 14598-98-2 α-benzoylamino-β-hydroxy-isovaleric acid 
• 73739-16-9 3-(tert-butoxycarbonyl-acetyl)-5,5-dimethyl-oxazolidine-4-carboxylic acid 
• 73739-14-7 5,5-dimethyl-3-(4-methyl-benzoyl)-oxazolidine-4-carboxylic acid 
• 73739-13-6 3-(4-methoxy-benzoyl)-5,5-dimethyl-oxazolidine-4-carboxylic acid 
• 102507-13-1 N-(tert-butoxycarbonyl)-3-hydroxy-L-valine 
• 2280-48-0 (R)-(-)-β-hydroxyvaline 
• 14599-03-2 methyl 2-benzamido-3-methylbutanoate 
• 14599-01-0 α-benzoylamino-β-hydroxy-isovaleric acid methyl ester 
• 14599-02-1 N-benzoyl-3-chlorovaline methyl ester 
• 30487-93-5 Al(NC₅HO(CH₃)(CH₂OH)CHNCH₂CO₂)2^(1-) 
• 114835-63-1 N-pyridoxylideneglycine zinc(II) complex 
• 21934-95-2 Zn(NC₅HO(CH₃)(CH₂OH)CHNCH₂CO₂)2^(2-) 
• 101115-49-5 N-acetyl-S-benzyl-DL-penicillamine 
• 159000-75-6 S-benzyl-D,L-penicillamine 

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.