(1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.0^2,7]undec-2⁽⁷⁾-ene-4,6-dione

Base Information

• Chemical Name: (1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.0^2,7]undec-2⁽⁷⁾-ene-4,6-dione
• CAS No.: 80254-49-5
• Molecular Formula: C₂₃H₂₂N₂O₂
• Molecular Weight: 358.44

Synonyms:(1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.0^2,7]undec-2⁽⁷⁾-ene-4,6-dione

Chemical Property of (1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.0^2,7]undec-2⁽⁷⁾-ene-4,6-dione

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Technology Process of (1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.0^2,7]undec-2⁽⁷⁾-ene-4,6-dione

There total 3 articles about (1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.0^2,7]undec-2⁽⁷⁾-ene-4,6-dione 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:

(1R,5S)-(+)-nopinone (38651-65-9) → (1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.02,7]undec-2(7)-ene-4,6-dione (80254-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium amide / 1.) toluene, 4 h, reflux, 2.) toluene, 2 h at 0 deg C, then standing for 12 h

2: mercury(II) acetate, acetic acid / acetone / 48 h / Heating

With mercury(II) diacetate; sodium amide; acetic acid; In acetone;

DOI:10.1016/S0040-4020(01)88901-8

Reference yield:

(1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.02,7]undec-2(7)-ene-4,6-dithione (80254-34-8) → (1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.02,7]undec-2(7)-ene-4,6-dione (80254-49-5)

Guidance literature:

With mercury(II) diacetate; acetic acid; In acetone; for 48h; Yield given; Heating;

DOI:10.1016/S0040-4020(01)88901-8

Reference yield:

phenyl isothiocyanate (103-72-0) → (1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.02,7]undec-2(7)-ene-4,6-dione (80254-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium amide / 1.) toluene, 4 h, reflux, 2.) toluene, 2 h at 0 deg C, then standing for 12 h

2: mercury(II) acetate, acetic acid / acetone / 48 h / Heating

With mercury(II) diacetate; sodium amide; acetic acid; In acetone;

DOI:10.1016/S0040-4020(01)88901-8

upstream raw materials:

(1R,9R)-10,10-Dimethyl-3,5-diphenyl-3,5-diaza-tricyclo[7.1.1.0^2,7]undec-2⁽⁷⁾-ene-4,6-dithione

(1R,5S)-(+)-nopinone

phenyl isothiocyanate

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