<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine

Base Information

Chemical Name:<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine
CAS No.:84131-99-7
Molecular Formula:C₂₁H₂₄N₂O
Molecular Weight:320.434
Hs Code.:

Synonyms:<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine

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Chemical Property of <5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine

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Technology Process of <5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine

There total 9 articles about <5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine 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: 86.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 84131-98-6
<5aRS(5aα,6aβ,10α)>-4,6,6a,7,9,10a-hexahydro-4-(phenylmethyl)-7H-indolo<3,4-gh><1,4>benzoxazine

: 84131-99-7
<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine

Guidance literature:: With sodium cyanoborohydride; In acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/jm00358a012

Reference yield:

: 132008-45-8,51867-02-8
1-benzoyl-2,2a,3,4-tetrahydro-1H-benz[cd]indol-5-one

: 84131-99-7
<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine

Guidance literature:: Multi-step reaction with 9 steps

1: 94 percent / pyridine hydrobromide perbromide, acetic acid / 0.25 h / 50 °C

2: 58 percent / NaN₃, acetic acid / H₂O; dimethylformamide / 1 h / 20 °C

3: 2.22 g / concd. HCl / 10percent Pd/C / ethanol / 5 h / 20 °C

4: NaBH₄ / ethanol / 1 h / 5 °C

5: 75 percent / AlCl₃, LiAlH₄ / dioxane / 2 h / Heating

6: 89 percent / NaOH / H₂O; CHCl₃ / 1.5 h

7: 87 percent / NaH / 1,2-dimethoxy-ethane / 1.5 h / 20 °C

8: 85 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

9: 86 percent / sodium cyanoborohydride / acetonitrile / 1 h / 20 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; sodium azide; pyridinium hydrobromide perbromide; sodium hydride; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00358a012

Reference yield:

: 51867-03-9
4-bromo-1-benzoyl-2,2a,3,4-tetrahydrobenzindol-5-(1H)-one

: 84131-99-7
<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-methyl-7H-indolo<3,4-gh><1,4>benzoxazine

Guidance literature:: Multi-step reaction with 8 steps

1: 58 percent / NaN₃, acetic acid / H₂O; dimethylformamide / 1 h / 20 °C

2: 2.22 g / concd. HCl / 10percent Pd/C / ethanol / 5 h / 20 °C

3: NaBH₄ / ethanol / 1 h / 5 °C

4: 75 percent / AlCl₃, LiAlH₄ / dioxane / 2 h / Heating

5: 89 percent / NaOH / H₂O; CHCl₃ / 1.5 h

6: 87 percent / NaH / 1,2-dimethoxy-ethane / 1.5 h / 20 °C

7: 85 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

8: 86 percent / sodium cyanoborohydride / acetonitrile / 1 h / 20 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; sodium azide; sodium hydride; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00358a012