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

Base Information

Chemical Name:5-[(3R)-3-{[4-(benzyloxy)phenyl]methyl}-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1Himidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile
CAS No.:1402149-85-2
Molecular Formula:C₄₀H₃₇N₅O₅S
Molecular Weight:699.83
Hs Code.:

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

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

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

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

There total 9 articles about 5-[(3R)-3-{[4-(benzyloxy)phenyl]methyl}-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1Himidazol-5-yl)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: 69.0%

: 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

: 100-39-0
benzyl bromide

: 1402149-85-2
5-[(3R)-3-{[4-(benzyloxy)phenyl]methyl}-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1Himidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1021/jm300624s

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

: 1402149-85-2
5-[(3R)-3-{[4-(benzyloxy)phenyl]methyl}-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1Himidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

Guidance literature:: Multi-step reaction with 3 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: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With ammonium hydroxide hydrochloride; sodium hydride; triethylamine; trifluoroacetic anhydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm300624s

Reference yield:

: 4692-98-2
5-bromoisatoic anhydride

: 1402149-85-2
5-[(3R)-3-{[4-(benzyloxy)phenyl]methyl}-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1Himidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl]furan-2-carbonitrile

Guidance literature:: Multi-step reaction with 8 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: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

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