21878-65-9

Upstream product

• 85-44-9 phthalic anhydride 
• 1132-26-9 2-methyl-3-phenylalanine 

Downstream Products

• 101210-80-4 2-methyl-3-phenyl-2-phthalimidopropanyl chloride 
• 21878-67-1 DL-3-Amino-3-methyl-4-phenyl-2-butanon 
• 111210-71-0 2-Methyl-2-phthalimido-1-indanon 
• 111210-74-3 (3,4-Dimethoxyphenyl)-(1-methyl-2-phenyl-1-phthalimidoethyl)-keton 

Relevant academic research and scientific papers

Intramolecular Friedel-Crafts Acylation of N-Phthaloyl-Substituted Arylalanyl and Homophenylalanyl Chlorides

N-Phthaloyl-protected arylalanyl and homophenylalanyl chlorides 5 are acylated intramolecularly to 2-phthalimido-1-indanones 6 and -1-tetralone (6d) with AlCl3 (two-fold molar amounts) or catalytic amounts of FeCl3.The cycloacylation to the tetralone 6d with AlCl3 or FeCl3 proceeds without racemisation in very good yields, whereas the cycloacylation to the indanone 6a with FeCl3 gives rise to racemisation.Mixed anhydrides 11 of N-phthaloyl-α-amino acids and trifluoromethanesulfonate were prepared from the N-phthaloylamino acid chlorides and silver triflate.Acylation of arenes 12 with 11a as well as cycloaddition of (S)-O-methyl-N-phthaloyltyrosine triflate can be achieved without racemisation and without a catalyst.