3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile

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Chemical Name:3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile
CAS No.:1579952-90-1
Molecular Formula:C₂₉H₂₉N₃O₄
Molecular Weight:483.567
Hs Code.:

Synonyms:3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile

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Chemical Property of 3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile

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Technology Process of 3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile

There total 6 articles about 3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile 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: 15.0%

: 1579952-88-7
(1R,3aR,4aR,4'R,8aR,9S,9aS)-9-((E)-2-(5-bromopyridin-2-yl)vinyl)-1-methyloctahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidine]-2',3(7H)-dione

: 150255-96-2
(3‐cyanophenyl)boronic acid

: 1579952-90-1
3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 80 ℃; for 3.01667h; Inert atmosphere; Enzymatic reaction;
DOI:10.1021/ml500008w

Reference yield:

: (3R,3aS,4S,4aR,8aR,9aR)-octahydro-3-methyl-4-[(E)-2-[5-[3-(trifluoromethyl)phenyl]-2-pyridinyl]ethenyl]naphtho[2,3-c]furan-1,7(3H,4H)-dione

: 1579952-90-1
3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: phenyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C / Inert atmosphere

1.2: 2.25 h / 20 °C / Inert atmosphere

2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: dichloromethane / 0.58 h / Inert atmosphere

3.2: 0.75 h / Inert atmosphere

4.1: [bis(acetoxy)iodo]benzene; dirhodium tetraacetate; magnesium oxide / dichloromethane / Inert atmosphere; Reflux

5.1: ozone / dichloromethane; methanol / 0.17 h / -78 °C / Inert atmosphere

5.2: air / 0.5 h

5.3: 0.5 h / 20 °C / Inert atmosphere

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

6.2: 1.67 h / 0 - 20 °C / Inert atmosphere

7.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 3.02 h / 80 °C / Inert atmosphere; Enzymatic reaction

With dirhodium tetraacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; [bis(acetoxy)iodo]benzene; magnesium oxide; potassium carbonate; ozone; phenyllithium; 9-borabicyclo[3.3.1]nonane; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; 7.1: |Suzuki Coupling;
DOI:10.1021/ml500008w

Reference yield:

: 1579952-82-1
C₂₈H₃₀F₃NO₃

: 1579952-90-1
3-(6-((E)-2-((1R,3aR,4aR,4'R,8aR,9S,9aS)-1-methyl-2',3-dioxodecahydro-1H-spiro[naphtho[2,3-c]furan-6,4'-oxazolidin]-9-yl)vinyl)pyridin-3-yl)benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 0.58 h / Inert atmosphere

1.2: 0.75 h / Inert atmosphere

2.1: [bis(acetoxy)iodo]benzene; dirhodium tetraacetate; magnesium oxide / dichloromethane / Inert atmosphere; Reflux

3.1: ozone / dichloromethane; methanol / 0.17 h / -78 °C / Inert atmosphere

3.2: air / 0.5 h

3.3: 0.5 h / 20 °C / Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

4.2: 1.67 h / 0 - 20 °C / Inert atmosphere

5.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 3.02 h / 80 °C / Inert atmosphere; Enzymatic reaction

With dirhodium tetraacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; [bis(acetoxy)iodo]benzene; magnesium oxide; potassium carbonate; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; 5.1: |Suzuki Coupling;
DOI:10.1021/ml500008w