65094-32-8

Upstream product

• 56613-80-0 D-2-phenylglycinol 
• 126610-77-3 (R)-tert-butyl N-<1-phenyl-2-<(p-toluenesulfonyl)oxy>ethyl>carbamate 
• 126568-43-2 Benzyl-((1R,2S,3S)-4-benzyloxy-2,3-dihydroxy-1-phenyl-butyl)-carbamic acid tert-butyl ester 
• 591-51-5 phenyllithium 
• 126568-41-0 Benzyl-((1R,2S,3S)-4-benzyloxy-2,3-bis-methoxymethoxy-1-phenyl-butyl)-amine 
• 103365-47-5 (S)-3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid 
• 67341-01-9 (R)-N-(tert-butoxycarbonyl)phenylglycinol 
• 126568-49-8 Benzoic acid 3-{benzyloxycarbonyl-[4-((S)-3-tert-butoxycarbonylamino-3-phenyl-propionylamino)-butyl]-amino}-propyl ester 
• 126568-48-7 Benzoic acid 3-{benzyl-[4-((S)-3-tert-butoxycarbonylamino-3-phenyl-propionylamino)-butyl]-amino}-propyl ester 
• 126568-50-1 [4-((S)-3-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-butyl]-(3-oxo-propyl)-carbamic acid benzyl ester 
• 126610-78-4 (S)-8-Oxo-6-phenyl-1,5,9-triaza-cyclotridecane-1-carboxylic acid benzyl ester 
• 126568-42-1 (1R,2S,3S)-1-Benzylamino-4-benzyloxy-1-phenyl-butane-2,3-diol 
• 126568-47-6 Benzoic acid 3-[(4-amino-butyl)-benzyl-amino]-propyl ester 
• 126568-46-5 Benzoic acid 3-[benzyl-(3-cyano-propyl)-amino]-propyl ester 

Downstream Products

• 52249-08-8 tetrahydroperiphylline 

Relevant academic research and scientific papers

A novel synthesis of the macrocyclic spermidine alkaloid (+)-(S)-dihydroperiphylline

A novel, short, and highly stereoselective synthesis of the macrocyclic spermidine alkaloid (+)-(S)-dihydroperiphylline (15) is described. The key synthetic steps were the stereoselective addition of the chiral amine 1 to the cinnamate 2 and cyclization o

Synthesis of polyamine alkaloids by the condensation of a chiral β-lactam with a cyclic imino ether. (S)-dihydroperiphylline and its derivatives

The synthesis of 13-membered polyamine alkaloid, (S)-dihydroperiphylline, was achieved by the condensation of a chiral β-lactam, (S)-4-phenyl-2-azetidinone, with a cyclic imino ether of a 9-membered lactam, followed by reductive ring expansion. Both of th

Metal-Templated Macrolactamization of Triamino and Tetramino Esters. Facile Synthesis of Macrocyclic Spermidine and Spermine Alkaloids, (S)-(+)-Dihydroperiphylline, (±)-Buchnerine, (±)-Verbacine, (±)-Verbaskine, and (±)-Verbascenine

The total synthesis of spermidine and spermine alkaloids. (S)-(+)-dihydroperiphylline (1), (±)-buchnerine (2), (±)-verbacine (3), (±)-verbaskine (4), and (±)-verbascenine (5), is described. The construction of macrocyclic lactams has been efficiently accomplished by the metal-templated cyclization of triamino esters and tetraamino esters. It was also found that the antimony(III) ethoxide is useful as an intermolecular amidation catalyst.

ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-(S)-DIHYDROPERIPHYLLINE

The first enantioselective total synthesis of (+)-(S)-dihydroperiphylline was achieved from (S)-β-phenyl-β-alanine, prepared by chelation controlled phenylation of the Schiff base, by a new route involving 13-membered lactam formation via iminium cyclization.