844865-33-4

Upstream product

• 67-56-1 methanol 
• 88333-03-3 Benzyl isocyanide 
• 123-38-6 propionaldehyde 
• 844865-30-1 (1R,2R,3R,4S)-3-(benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 
• 6118-51-0 exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride 
• 648433-21-0 (2R,3S)-3-exo-benzyloxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid 
• 844865-25-4 (1R,2S,3R,4S)-3-Azidocarbonyl-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid benzyl ester 
• 844865-29-8 (1R,2R,3R,4S)-3-[Benzyl-(4-methoxy-benzyloxycarbonyl)-amino]-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid benzyl ester 
• 844865-27-6 (1S,2S,3R,4R)-5,6-Dibromo-3-(4-methoxy-benzyloxycarbonylamino)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid benzyl ester 
• 844865-28-7 (1R,2S,3R,4S)-3-(4-Methoxy-benzyloxycarbonylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid benzyl ester 
• 844865-26-5 (1S,2S,3R,4R)-3-Azidocarbonyl-5,6-dibromo-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid benzyl ester 
• 844865-51-6 (1R,2R,3R,4S)-3-Benzylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid benzyl ester 

Downstream Products

• 844865-40-3 N-benzyl-2-benzylamino-butyramide 
• 1027081-65-7 (E)-3-[Benzyl-((S)-1-benzylcarbamoyl-propyl)-amino]-acrylic acid methyl ester 

Relevant academic research and scientific papers

A novel highly selective chiral auxiliary for the asymmetric synthesis of L- and D-α-amino acid derivatives via a multicomponent ugi reaction

(Chemical Equation Presented) This paper describes the synthesis of a bicyclic β-amino acid scaffold in both pure enantiomeric forms and its application as chiral auxiliary in an intramolecular version of the Ugi multicomponent reaction (U-5C-4CR) to prepare α-amino acid derivatives of both D- and L-series in a straightforward and very stereoselective manner. The mild conditions required for the Ugi condensation and for the removal of the chiral auxiliary make this method very attractive to prepare a wide range of differently structured N-alkylated and unalkylated amino acid derivatives.