(1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene

Base Information

• Chemical Name: (1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene
• CAS No.: 1093649-22-9
• Molecular Formula: C₂₃H₂₂N₂
• Molecular Weight: 326.441

Synonyms:(1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene

Chemical Property of (1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene

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Technology Process of (1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene

There total 1 articles about (1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene 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: 36.0%

1-{2-oxo-2-[30-(200-pyridinyl)phenyl]ethyl}pyridinium iodide (1093649-18-3) + (1S)-pinocarvone (19890-00-7) → (1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2(7),3,5-triene (1093649-22-9)

Guidance literature:

With piperidine; ammonium acetate; acetic acid; In butan-1-ol; at 110 ℃;

DOI:10.1016/j.tet.2008.08.084

Reference yield: 60.0%

(1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2(7),3,5-triene (1093649-22-9) → (1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2(7),3,5-triene N,N'-dioxide (1093649-26-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tet.2008.08.084

Reference yield: 37.0%

2-iodo-propane (75-30-9) + (1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2(7),3,5-triene (1093649-22-9) → (1S,8R,9S)-(-)-10,10-trimethyl-8-isopropyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2(7),3,5-triene (1093649-31-0)

Guidance literature:

(1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 3h;

2-iodo-propane; In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1016/j.tet.2008.08.084

upstream raw materials:

1-{2-oxo-2-[30-(200-pyridinyl)phenyl]ethyl}pyridinium iodide

(1S)-pinocarvone

Downstream raw materials:

(1S,8R,9S)-(-)-10,10-trimethyl-8-isopropyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene

(1S,9S)-(+)-10,10-dimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene N,N'-dioxide

(1S,8R,9S)-(+)-8,10,10-trimethyl-5-[3'-(pyridin-2''-yl)phenyl]-6-aza-tricyclo[7.1.1.0(2,7)]undeca-2⁽⁷⁾,3,5-triene

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