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

Base Information

Chemical Name:4-{[(3R)-7-(5-cyanofuran-2-yl)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-3-yl]methyl}phenyl N-benzylcarbamate
CAS No.:1311269-25-6
Molecular Formula:C₄₁H₃₈N₆O₆S
Molecular Weight:742.855
Hs Code.:

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

Synonyms:4-{[(3R)-7-(5-cyanofuran-2-yl)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-3-yl]methyl}phenyl N-benzylcarbamate

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

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

There total 13 articles about 4-{[(3R)-7-(5-cyanofuran-2-yl)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-3-yl]methyl}phenyl N-benzylcarbamate 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: 71.0%

: 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

: 3173-56-6
benzyl isothiocyanate

: 1311269-25-6
4-{[(3R)-7-(5-cyanofuran-2-yl)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-3-yl]methyl}phenyl N-benzylcarbamate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;
DOI:10.1002/anie.201101210

Reference yield:

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

: 1311269-25-6
4-{[(3R)-7-(5-cyanofuran-2-yl)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-3-yl]methyl}phenyl N-benzylcarbamate

Guidance literature:: Multi-step reaction with 6 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

6.1: triethylamine / dichloromethane / 0 °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

: 1311269-25-6
4-{[(3R)-7-(5-cyanofuran-2-yl)-4-[(4-methoxybenzene)sulfonyl]-1-[(1-methyl-1H-imidazol-5-yl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-3-yl]methyl}phenyl N-benzylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 4 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

With hydroxylamine hydrochloride; triethylamine; In methanol; dichloromethane;
DOI:10.1002/anie.201101210