(+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile

Base Information

Chemical Name:(+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile
CAS No.:132557-16-5
Molecular Formula:C₂₅H₂₉N₃O
Molecular Weight:387.525
Hs Code.:

Synonyms:(+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile

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Chemical Property of (+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile

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Technology Process of (+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile

There total 20 articles about (+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile 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: 76.0%

: 544-92-3
copper(I) cyanide

: 132557-15-4
((2aR,4S)-6-Bromo-4-dipropylamino-2a,3,4,5-tetrahydro-2H-benzo[cd]indol-1-yl)-phenyl-methanone

: 132557-16-5
(+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile

Guidance literature:: In various solvent(s); at 200 ℃;
DOI:10.1016/S0040-4039(00)97303-9

Reference yield: 67.0%

: 151-50-8
potassium cyanide

: 133256-91-4
(+) (2aR,4S)-1-benzoyl-6-iodo-4-(di-n-propylamino)-1,2,2a,3,4,5-hexahydrobenz[cd]indole

: 132557-16-5
(+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/jo970374j

Reference yield:

: 132557-13-2,132619-32-0,141434-26-6
Phenyl-[(5aR,6aS,7aR)-7-((S)-1-phenyl-ethyl)-5,5a,6,6a,7,7a-hexahydro-4,7-diaza-cyclopropa[e]acenaphthylen-4-yl]-methanone

: 132557-16-5
(+)-(2aR,4S)-1-benzoyl-4-(dipropylamino)-1,2,2α,3,4,5-hexahydrobenz-[cd]-indole-6-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / H₂, phosphoric acid, KOH / Pd/C / H₂O; tetrahydrofuran / 6 h / 0 - 55 °C / 760 Torr

2: 88.8 percent / Br₂, NaOAc / acetic acid / Ambient temperature

3: 80 percent / K₂CO₃ / acetonitrile / 75 °C

4: 75.7 percent / various solvent(s) / 2.5 h / 200 °C

With potassium hydroxide; phosphoric acid; hydrogen; bromine; sodium acetate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; water; acetic acid; acetonitrile;
DOI:10.1021/jo971256z