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

Base Information

Chemical Name: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
CAS No.:1311269-21-2
Molecular Formula:C₃₃H₃₁N₅O₅S
Molecular Weight:609.706
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 12 articles about 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 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:

: C₃₃H₃₃N₅O₆S

: 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

Guidance literature:: With triethylamine; trifluoroacetic anhydride; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jm300624s

Reference yield:

: 1311269-29-0
(R)-4-((7-bromo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-3-yl)methyl)phenol

: 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

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide / 0.5 h / 200 °C / Inert atmosphere; Sealed tube; Microwave irradiation

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

3.1: trifluoroacetic acid; trifluoroacetic anhydride / toluene / 2 h / 20 - 30 °C / Inert atmosphere

3.2: 20 °C / Iknert atmosphere

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

5.1: hydroxylamine hydrochloride; triethylamine / methanol; dichloromethane / 3 h / 25 °C / Inert atmosphere

5.2: 4 h / 0 - 20 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium carbonate; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; In methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 4.1: Suzuki coupling;
DOI:10.1002/anie.201101210

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

: 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

Guidance literature:: 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; With hydroxylamine hydrochloride; triethylamine; In methanol; dichloromethane; at 25 ℃; for 3h; Inert atmosphere;

With triethylamine; trifluoroacetic anhydride; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1002/anie.201101210