184872-84-2

Upstream product

• 140-29-4 phenylacetonitrile 
• 184872-81-9 Acetic acid 4-{[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-ethoxycarbonyl-amino}-3-phenyl-butyl ester 
• 184872-80-8 Acetic acid 4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propylamino]-3-phenyl-butyl ester 
• 184872-82-0 4-(2-chloroethyl)-2-(3-phthalimidopropyl)-1,2,3,4-tetrahydroisoquinolin-1-one 
• 57371-15-0 3-cyano-3-phenylpropyl acetate 
• 41175-39-7 4-hydroxy-2-phenyl-butanenitrile 
• 184872-83-1 ((S)-2-{3-[4-(2-Chloro-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester 

Downstream Products

• 184872-85-3 ((S)-2-{3-[4-(2-Hydroxy-ethyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 184872-86-4 ((S)-2-{3-[1-Oxo-4-(2-oxo-ethyl)-3,4-dihydro-1H-isoquinolin-2-yl]-propylcarbamoyl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 70503-72-9 (8S,12S)-8-Phenyl-1,5,9-triaza-tricyclo[10.7.1.0^13,18]icosa-13,15,17-triene-6,19-dione 
• 70503-72-9 (8S,12R)-8-Phenyl-1,5,9-triaza-tricyclo[10.7.1.0^13,18]icosa-13,15,17-triene-6,19-dione 

Relevant academic research and scientific papers

Total synthesis of the spermidine alkaloid (+)-(9S,13S)-isocyclocelabenzine

An asymmetric synthesis of the spermidine alkaliod (+)-isocyclocelabenzine (1a) is reported using (3S)-3-amino-3-phenylpropanoic acid as the chiral building block. The 1,2,3,4-tetrahydroisoquinolin-1-one fragment 9 was synthesized by a modified Bischler-Napieralski reaction. The resulting C(13)-epimers were separated by semi-preparative HPLC. The relative configuratoin of the naturally occurring alkaloid was determined by an X-ray crystal structure analysis, which enabled us to determine the absolute configuration of natural (+)-1a at both chiral centers to be (9S) and (13S).