112458-30-7

Upstream product

• 50-00-0 formaldehyd 
• 15028-39-4 L-2-phenylglycine methyl ester hydrochloride 
• 542-92-7 cyclopenta-1,3-diene 
• 111934-17-9 (S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-3-hydroxy-propionic acid methyl ester 
• 112018-28-7 (S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-4-methyl-pentanoic acid methyl ester 
• 111934-16-8 (S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-6-benzyloxycarbonylamino-hexanoic acid methyl ester 
• 111934-13-5 (S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-3-methyl-butyric acid methyl ester 
• 19883-41-1 D-phenylglycine methyl ester hydrochloride 

Downstream Products

• 111934-14-6 (S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-3-(4-hydroxy-phenyl)-propionic acid methyl ester 
• 542-92-7 cyclopenta-1,3-diene 
• 211567-40-7 (S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-3-phenyl-propionic acid methyl ester 
• 111934-22-6 methyl (2S)-(methylamino)(phenyl)acetate 

Relevant academic research and scientific papers

Asymmetric Hetero Diels-Alder Reactions in Aqueous Solution Using Amino Acid Esters as Chiral Auxiliaries

(R)- and (S)-amino acid methyl ester hydrochlorides form with formaldehyde in THF/water mixtures iminium ions, which react already at 0 deg C as electron-deficient dienophiles in hetero Diels-Alder reactions with cyclopentadiene, cyclohexadiene, and open-

Immonium Ion Based Synthetic Methodology: A Novel Method for the N-Methylation of Dipeptides and Amino Acid Derivatives via Retro Aza Diels-Alder Reactions

A novel method for the N-methylation of amino acid derivatives and dipeptides is detailed that features facile room-temperature retro Diels-Alder reactions of N-substituted 2-azanorbornenes with trapping of the incipient immonium ion with triethylsilane/trifluoroacetic acid.