(1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile

Base Information

Chemical Name:(1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile
CAS No.:1349206-19-4
Molecular Formula:C₂₁H₁₇N₃O
Molecular Weight:327.385
Hs Code.:

Synonyms:(1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile

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Chemical Property of (1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile

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Technology Process of (1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile

There total 3 articles about (1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 1349205-99-7
(1R,2S,10bR)-1-formyl-2-phenyl-1,2-dihydropyrrolo[2,1-a]isoquinoline-3,3(10bH)-dicarbonitrile

: 1349206-19-4
(1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at -78 ℃; for 0.5h; optical yield given as %ee;
DOI:10.1039/c1cc15671c

Reference yield:

: 119-65-3
isoquinoline

: 1349206-19-4
(1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 20 h / 0 - 4 °C

2: (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; trifluoroacetic acid / tetrahydrofuran / 120 h / 30 °C

3: lithium borohydride / tetrahydrofuran / 0.5 h / -78 °C

With lithium borohydride; (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1039/c1cc15671c

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 3189-59-1
dicyano(isoquinolin-2-ium-2-yl)methanide

: 1349206-19-4
(1R,2S,10bR)-1-hydroxymethyl-2-phenyl-1,10b-dihydropyrrolo[2,1-a]isoquinoline-3,3(2H)-dicarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; trifluoroacetic acid / tetrahydrofuran / 120 h / 30 °C

2: lithium borohydride / tetrahydrofuran / 0.5 h / -78 °C

With lithium borohydride; (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1039/c1cc15671c