5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

Base Information

Chemical Name:5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile
CAS No.:1402149-87-4
Molecular Formula:C₃₈H₃₄N₆O₄S
Molecular Weight:670.792
Hs Code.:

5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

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Chemical Property of 5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

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Technology Process of 5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

There total 9 articles about 5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-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:

: 1311269-20-1
5-[(3R)-3-[(4-hydroxyphenyl)methyl]-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbaldehyde

: 1402149-87-4
5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: ammonium hydroxide hydrochloride; triethylamine / methanol; dichloromethane / 3 h / 25 °C / Inert atmosphere

2: triethylamine; trifluoroacetic anhydride / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 1 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium hydroxide hydrochloride; potassium carbonate; triethylamine; trifluoroacetic anhydride; In methanol; 1,2-dimethoxyethane; dichloromethane; water; 4: |Suzuki Coupling;
DOI:10.1021/jm300624s

Reference yield:

: 1311269-21-2
5-[(3R)-3-[(4-hydroxyphenyl)methyl]-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

: 1402149-87-4
5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 1 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In 1,2-dimethoxyethane; dichloromethane; water; 2: |Suzuki Coupling;
DOI:10.1021/jm300624s

Reference yield:

: 4692-98-2
5-bromoisatoic anhydride

: 1402149-87-4
5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(pyridin-3-yl)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine; dmap / Reflux; Inert atmosphere

2.1: borane-THF / tetrahydrofuran / 18 h / Reflux; Inert atmosphere

3.1: pyridine / 16 h / 0 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid; trifluoroacetic anhydride / toluene / 2 h / 20 °C / Inert atmosphere

4.2: 16 h / 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 1 h / 80 °C / Inert atmosphere

6.1: ammonium hydroxide hydrochloride; triethylamine / methanol; dichloromethane / 3 h / 25 °C / Inert atmosphere

7.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

8.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 1 h / 80 °C / Inert atmosphere

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; ammonium hydroxide hydrochloride; potassium carbonate; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; 5.1: |Suzuki Coupling / 9.1: |Suzuki Coupling;
DOI:10.1021/jm300624s