659726-50-8

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 215182-76-6 tert-butyl (2S)-2-[(9-phenyl-9-fluorenyl)amino]-4-oxobutanoate 
• 135722-56-4 ethyl (RS)-N-(tert-butoxycarbonyl)-2-aminopent-4-enoate 
• 90600-20-7 (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid 
• 55135-66-5 9-bromo-9-phenyl-9H-fluorene 
• 16338-48-0 L-allylglycine 

Downstream Products

• 323196-01-6 N-phenylfluorenyl-(S)-2-amino-4-pentenoic acid 
• 743442-75-3 t-butyl (2S,4S)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 
• 743442-80-0 t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 
• 743442-74-2 t-butyl (2S,4S)-5-azido-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 
• 743442-79-7 t-butyl (2S,4R)-5-azido-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 
• 336879-49-3 N-(N-Boc-L-allylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester 
• 146549-21-5 2-(9H-fluoren-9-ylmethoxycarbonylamino)-pent-4-enoic acid 
• 90600-20-7 (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid 
• 851909-01-8 N-(N-(Fmoc)-L-allylglycyl)-N-(2,4-dimethoxybenzyl)-L-homoallylglycine methyl ester 
• 851908-94-6 methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,7,8,9-hexahydro-1H-azonine-9-carboxylate 
• 851909-00-7 N-(N-(Boc)-allylglycyl)-N-(2,4-dimethoxybenzyl)homoallylglycine methyl ester 

Relevant academic research and scientific papers

Systematic study of the synthesis of macrocyclic dipeptide β-turn mimics possessing 8-, 9-, and 10- membered rings by ring-closing metathesis

A systematic study was performed to establish general synthesis protocols for forming enantiomerically pure macrocyclic dipeptide lactams. Focusing on macrocycles of 8-, 9-, and 10-membered rings, effective syntheses were achieved by a sequence featuring

Iminoiodane mediated aziridination of α-allylglycine: Access to a novel rigid arginine derivative and to the natural amino acid enduracididine

The synthesis of fully protected aminodihydrohistidines in optically pure form is described starting from allylglycine derivatives. These compounds represent novel conformationally constrained analogues of arginine, one of them being, in addition, a protected form of the marine natural product, enduracididine. The key step of the strategy is a one-pot copper-catalyzed aziridination of t-butyl (S)-N-(9-phenyl-9H-fluoren-9-yl)allylglycinate ((S)-16) with 2-trimethylsilylethanesulfonamide in the presence of iodosylbenzene.