3-[(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]benzonitrile

Base Information

Chemical Name:3-[(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]benzonitrile
CAS No.:1402149-76-1
Molecular Formula:C₃₅H₃₃N₅O₄S
Molecular Weight:619.744
Hs Code.:

3-[(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]benzonitrile

Synonyms:3-[(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]benzonitrile

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Chemical Property of 3-[(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]benzonitrile

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Technology Process of 3-[(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]benzonitrile

There total 6 articles about 3-[(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]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: 52.0%

: 1311269-31-4
(R)-4-((7-bromo-4-(4-methoxyphenylsulfonyl)-1-((1-methyl-1H-imidazol-5-yl)methyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-3-yl)methyl)phenol

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

: 1402149-76-1
3-[(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]benzonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; at 80 ℃; Inert atmosphere;
DOI:10.1021/jm300624s

Reference yield:

: 4692-98-2
5-bromoisatoic anhydride

: 1402149-76-1
3-[(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]benzonitrile

Guidance literature:: Multi-step reaction with 5 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 / water / 80 °C / Inert atmosphere

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; potassium carbonate; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; water; toluene; 5.1: |Suzuki Coupling;
DOI:10.1021/jm300624s

Reference yield:

: 1311269-26-7
(3R)-7-bromo-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dione

: 1402149-76-1
3-[(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]benzonitrile

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

3.2: 16 h / 20 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water / 80 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; potassium carbonate; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; water; toluene; 4.1: |Suzuki Coupling;
DOI:10.1021/jm300624s