5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(phenylamino)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-(phenylamino)phenyl]methyl}-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile
CAS No.:1402149-88-5
Molecular Formula:C₃₉H₃₆N₆O₄S
Molecular Weight:684.819
Hs Code.:

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

There total 10 articles about 5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(phenylamino)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

: 1402149-88-5
5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(phenylamino)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: palladium diacetate; caesium carbonate; johnphos / toluene / Inert atmosphere; Schlenk technique; Reflux

With ammonium hydroxide hydrochloride; palladium diacetate; caesium carbonate; triethylamine; trifluoroacetic anhydride; johnphos; In methanol; dichloromethane; toluene;
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

: 1402149-88-5
5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(phenylamino)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: palladium diacetate; caesium carbonate; johnphos / toluene / Inert atmosphere; Schlenk technique; Reflux

With palladium diacetate; caesium carbonate; triethylamine; johnphos; In dichloromethane; toluene;
DOI:10.1021/jm300624s

Reference yield:

: 4692-98-2
5-bromoisatoic anhydride

: 1402149-88-5
5-[(3R)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-3-{[4-(phenylamino)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: palladium diacetate; caesium carbonate; johnphos / toluene / Inert atmosphere; Schlenk technique; Reflux

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