90457-59-3

Basic information

• Product Name: (6S,10bR)-6-Phenyl-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline
• Synonyms: (6S,10bR)-6-Phenyl-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline
• CAS NO: 90457-59-3
• Molecular Weight: 249.356
• Mol File: 90457-59-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (6S,10bR)-6-Phenyl-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (6S,10bR)-6-Phenyl-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline(90457-59-3)
• EPA Substance Registry System: (6S,10bR)-6-Phenyl-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline(90457-59-3)

Safety Data

• Hazardous Substances Data: 90457-59-3(Hazardous Substances Data)

Upstream product

• 96786-35-5 (6S,10bS)-6-Phenyl-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinolin-6-ol; hydrobromide 
• 96786-35-5 1,2,3,5,6,10b-hexahydro-6-phenylpyrrolo<2,1-a>isoquinolin-6-ol hydrobromide 
• 90390-52-6 6-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline 
• 700-91-4 2-phenyl-1-pyrroline 
• 96-09-3 styrene oxide 
• 56523-47-8 (R)-2-phenylpyrrolidine 
• 73691-13-1 1-(2,2-Diphenyl-ethyl)-5-ethoxy-pyrrolidin-2-one 
• 87519-56-0 1-(2,2-diphenylethyl)pyrrolidine-2,5-dione 
• 73691-20-0 6-Phenyl-1,5,6,10b-tetrahydro-2H-pyrrolo[2,1-a]isoquinolin-3-one 
• 3963-62-0 2,2-Diphenylethylamine 
• 1006-64-0 2-(phenyl)pyrrolidine 
• 87519-83-3 (6R,10bR)-6-Phenyl-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline; hydrochloride 

Downstream Products

• 90457-60-6 1,2,3,5,6,10bβ-hexahydro-6α-phenylpyrrolo<2,1-a>isoquinoline 
• 87519-83-3 (6R,10bR)-6-Phenyl-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline; hydrochloride 

Relevant articles and documents

One-pot tandem route to fused indolizidines and quinolizidines: Application in the synthesis of alkaloids and bioactive compounds

Fused indolizidines and quinolizidines are important skeletons in a variety of natural products and pharmacologically important compounds. A one-pot tandem route from amide to fused indolizidines and quinolizidines is disclosed. This method is conducted in mild conditions and shows well tolerance of functional groups. It is also easy to be scaled up to gram scale and can be applied smoothly to the total synthesis of alkaloids such as (±)-crispine A, (±)-xylopinine, (±)-desbromoarborescidine A, (±)-harmicine and other bioactive substances.

TMSOTf mediated '5/6-: Endo-dig ' reductive hydroamination for the stereoselective synthesis of pyrrolidine and piperidine derivatives

A TMSOTf mediated 5/6-endo-dig reductive hydroamination cascade on internal alkynylamines gave expedient, stereoselective access to pyrrolidine and piperidine derivatives. We also demonstrate that a protecting group on nitrogen has a profound effect on the reactivity as well as diastereoselectivity of the reductive hydroamination cascade.

Diastereoselective allylation of 3,4-dihydro-4-phenylisoquinoline. Convenient methods for the preparation of cis- and trans-1-allyl-4-phenyl-1,2,3, 4-tetrahydroisoquinoline#

Diastereoselective allylation of 3,4-dihydro-4-phenylisoquinoline by several allylating reagents was examined. Reactions using allyltin or allylsilane in the presence of alkyl chloroformate and a catalytic amount of trimethylsilyl triflate gave trans-1-allyl-4-phenyl-1,2,3,4- tetrahydroisoquinoline with moderate diastereoselectivity. In contrast, cis-1-allyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline was obtained predominantly in the reactions using allyllithium, triallylborane, allylzinc bromide, and diallylzinc. cis-1-Allyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline was transformed to (6S*,10bR*)-hexahydro-6-phenylpyrrolo[2,1-a]isoquinoline, a potential antidepressant agent, in five steps.