3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-carbonitrile

Base Information

Chemical Name:3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-carbonitrile
CAS No.:97655-35-1
Molecular Formula:C₂₈H₂₆N₂O₄
Molecular Weight:454.525
Hs Code.:

Synonyms:3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-carbonitrile

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Chemical Property of 3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-carbonitrile

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Technology Process of 3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-carbonitrile

There total 5 articles about 3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-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: 54.0%

: 100-52-7
benzaldehyde

: 97655-34-0
(1α,2α,9β,9aα)-2,3,9,9a-tetrahydro-1,2-dihydroxy-6,7-dimethoxy-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

: 97655-35-1
3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-carbonitrile

Guidance literature:: With magnesium sulfate; toluene-4-sulfonic acid; In chloroform; at 61 ℃; for 20h;
DOI:10.1021/jo00220a024

Reference yield:

: 50546-80-0
(2-amino-4,5-dimethoxy-phenyl)-acetonitrile

: 97655-35-1
3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / ethyldiisopropylamine / KI / toluene / 4 h / 110 °C

2: 1.) NaOH / 1.) ethanol, 15 min, 2.) ethanol, RT, 15 h

3: zinc chloride / acetonitrile / 2.75 h / 81 °C

4: 45 percent / osmium tetraoxide / pyridine / 30 h / Ambient temperature

5: 54 percent / p-toluenesulfonic acid, MgSO₄ / CHCl₃ / 20 h / 61 °C

With sodium hydroxide; osmium(VIII) oxide; magnesium sulfate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; potassium iodide; In pyridine; chloroform; toluene; acetonitrile;
DOI:10.1021/jo00220a024

Reference yield:

: 97655-16-8
4,5-dimethoxy-2-(2,5-dihydro-1H-pyrrol-1-yl)benzeneacetonitrile

: 97655-35-1
3a,10,10a,10b-tetrahydro-7,8-dimethoxy-2-phenyl-10-(phenylmethyl)-4H-1,3-dioxolo<3,4>pyrrolo<1,2-a>indole-10-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaOH / 1.) ethanol, 15 min, 2.) ethanol, RT, 15 h

2: zinc chloride / acetonitrile / 2.75 h / 81 °C

3: 45 percent / osmium tetraoxide / pyridine / 30 h / Ambient temperature

4: 54 percent / p-toluenesulfonic acid, MgSO₄ / CHCl₃ / 20 h / 61 °C

With sodium hydroxide; osmium(VIII) oxide; magnesium sulfate; toluene-4-sulfonic acid; zinc(II) chloride; In pyridine; chloroform; acetonitrile;
DOI:10.1021/jo00220a024