(2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine

Base Information

Chemical Name:(2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine
CAS No.:114943-17-8
Molecular Formula:C₂₁H₂₄N₂O₂
Molecular Weight:336.434
Hs Code.:

(2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenz<cd>indol-4-amine

Synonyms:(2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine

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Chemical Property of (2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine

Chemical Property:

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Technology Process of (2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine

There total 12 articles about (2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine 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:

: 2813-36-7
2,3-dihydro-1-benzoyl-5-methoxy-1H-indole-3-propanoic acid

: 114943-17-8
(2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine

Guidance literature:: Multi-step reaction with 8 steps

1: 84 percent / polyphosphoric acid / 1.5 h / 80 - 85 °C

2: NaBH₄ / ethanol / 4 h

3: 96 percent / Amberlyst-15 resin / toluene / 3 h / 110 °C

4: 86 percent / 3-chloroperoxybenzoic acid / CHCl₃ / 5 h

5: 87 percent / ZnI₂ / benzene / 1 h / Heating

6: 99 percent / hydroxylamine hydrochloride / pyridine; ethanol / 0.25 h / Heating

7: 43 percent / hydrogen, ammonia / Raney Ni / ethanol / 10 h / 100 °C / 38786.1 Torr

8: NaCNBH₃, HOAc / acetonitrile; H₂O / 2 h

With sodium tetrahydroborate; PPA; amberlyst-15 resin; hydroxylamine hydrochloride; ammonia; hydrogen; sodium cyanoborohydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc(II) iodide; nickel; In pyridine; ethanol; chloroform; water; toluene; acetonitrile; benzene;
DOI:10.1021/jm00117a013

Reference yield:

: 100561-48-6
1,2,2a,3-tetrahydro-1-benzoyl-5-methoxybenzindole

: 114943-17-8
(2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / 3-chloroperoxybenzoic acid / CHCl₃ / 5 h

2: 87 percent / ZnI₂ / benzene / 1 h / Heating

3: 99 percent / hydroxylamine hydrochloride / pyridine; ethanol / 0.25 h / Heating

4: 43 percent / hydrogen, ammonia / Raney Ni / ethanol / 10 h / 100 °C / 38786.1 Torr

5: NaCNBH₃, HOAc / acetonitrile; H₂O / 2 h

With hydroxylamine hydrochloride; ammonia; hydrogen; sodium cyanoborohydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc(II) iodide; nickel; In pyridine; ethanol; chloroform; water; acetonitrile; benzene;
DOI:10.1021/jm00117a013

Reference yield:

: 98-88-4
benzoyl chloride

: 114943-17-8
(2aα,4β)-1,2,2a,3,4,5-hexahydro-1-benzoyl-5-methoxy-N,N-dimethylbenzindol-4-amine

Guidance literature:: Multi-step reaction with 10 steps

1: 87 percent / pyridine / CHCl₃ / 1 h

2: 94 percent / hydrogen / 10percent Pd/C / ethanol; tetrahydrofuran / 2068.6 Torr

3: 84 percent / polyphosphoric acid / 1.5 h / 80 - 85 °C

4: NaBH₄ / ethanol / 4 h

5: 96 percent / Amberlyst-15 resin / toluene / 3 h / 110 °C

6: 86 percent / 3-chloroperoxybenzoic acid / CHCl₃ / 5 h

7: 87 percent / ZnI₂ / benzene / 1 h / Heating

8: 99 percent / hydroxylamine hydrochloride / pyridine; ethanol / 0.25 h / Heating

9: 43 percent / hydrogen, ammonia / Raney Ni / ethanol / 10 h / 100 °C / 38786.1 Torr

10: NaCNBH₃, HOAc / acetonitrile; H₂O / 2 h

With pyridine; sodium tetrahydroborate; PPA; amberlyst-15 resin; hydroxylamine hydrochloride; ammonia; hydrogen; sodium cyanoborohydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc(II) iodide; palladium on activated charcoal; nickel; In tetrahydrofuran; pyridine; ethanol; chloroform; water; toluene; acetonitrile; benzene;
DOI:10.1021/jm00117a013