[1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate

Base Information

Chemical Name:[1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate
CAS No.:287483-30-1
Molecular Formula:C₂₆H₃₅NO₄
Molecular Weight:425.568
Hs Code.:

Synonyms:[1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate

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Chemical Property of [1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate

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Technology Process of [1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate

There total 12 articles about [1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate 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:

: (1'α,5'α)-{6',6'-dibromobicyclo[3.1.0]hex-2'-ylidene}acetonitrile

: 287483-30-1
[1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen / PtO₂ / ethanol; CHCl₃ / 3 h / 18 °C / 2280.15 Torr

2: 430 mg / pyridine / CH₂Cl₂

3: 94 percent / silver acetate / 2,2,2-trifluoro-ethanol / 10 h / 18 °C

4: 49 percent / sodium carbonate; Pd(PPh₃)4 / benzene; ethanol; H₂O / 16 h / Heating

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; silver(I) acetate; sodium carbonate; platinum(IV) oxide; In ethanol; dichloromethane; chloroform; 2,2,2-trifluoroethanol; water; benzene; 1: Catalytic hydrogenation / 2: Acylation / 3: Ring cleavage / 4: Suzuki cross-coupling;
DOI:10.1021/jo991791u

Reference yield:

: [1α,5α]-6,6-dibromo-2-(2'-hydroxyethyl)bicyclo[3.1.0]hexane

: 287483-30-1
[1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 72 percent / triethylamine / CH₂Cl₂ / 0 - 18 °C

2.1: 77 percent / sodium azide / dimethylformamide / 18 - 24 °C

3.1: hydrogen / palladium on charcoal / tetrahydrofuran / 0.66 h

3.2: 85 percent / hydrogen; triethylamine / palladium on charcoal / tetrahydrofuran / 2 h / 0 °C

4.1: 95 percent / silver perchlorate / 2,2,2-trifluoro-ethanol / 5 h / 18 °C

5.1: 98 percent / potassium hydroxide; hydrazine hydrate / ethane-1,2-diol / 2 h / Heating

6.1: 92 percent / pyridine / CH₂Cl₂ / 10 h / 20 °C

7.1: 49 percent / sodium carbonate; Pd(PPh₃)4 / benzene; ethanol; H₂O / 16 h / Heating

With pyridine; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; hydrogen; silver perchlorate; sodium carbonate; hydrazine hydrate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; ethylene glycol; N,N-dimethyl-formamide; benzene; 1.1: Substitution / 2.1: Substitution / 3.1: Hydrogenolysis / 3.2: Hydrogenolysis / 4.1: Ring cleavage / 5.1: Hydrolysis / 6.1: Acylation / 7.1: Suzuki cross-coupling;
DOI:10.1021/jo991791u

Reference yield:

: [1α,2α,5α]-2-(2'-azidoethyl)-6,6-dibromobicyclo[3.1.0]hexane

: 287483-30-1
[1α(R*),2β,5α]-5-methyl-2-(1'-methylethyl)cyclohexyl-[3aS,7aR]-7-(1',3'-benzodioxol-5'-yl)-2,3,3a,4,5,7a-hexahydro-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen / palladium on charcoal / tetrahydrofuran / 0.66 h

1.2: 85 percent / hydrogen; triethylamine / palladium on charcoal / tetrahydrofuran / 2 h / 0 °C

2.1: 95 percent / silver perchlorate / 2,2,2-trifluoro-ethanol / 5 h / 18 °C

3.1: 98 percent / potassium hydroxide; hydrazine hydrate / ethane-1,2-diol / 2 h / Heating

4.1: 92 percent / pyridine / CH₂Cl₂ / 10 h / 20 °C

5.1: 49 percent / sodium carbonate; Pd(PPh₃)4 / benzene; ethanol; H₂O / 16 h / Heating

With pyridine; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; silver perchlorate; sodium carbonate; hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; ethylene glycol; benzene; 1.1: Hydrogenolysis / 1.2: Hydrogenolysis / 2.1: Ring cleavage / 3.1: Hydrolysis / 4.1: Acylation / 5.1: Suzuki cross-coupling;
DOI:10.1021/jo991791u