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

Base Information

Chemical Name:(3R)-7-bromo-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dione
CAS No.:1311269-26-7
Molecular Formula:C₁₆H₁₃BrN₂O₃
Molecular Weight:361.195
Hs Code.:

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

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Chemical Property of (3R)-7-bromo-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dione

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Technology Process of (3R)-7-bromo-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dione

There total 1 articles about (3R)-7-bromo-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dione 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: 68.0%

: 4692-98-2
5-bromoisatoic anhydride

: 3728-20-9
D-tyrosine methylester hydrochloride

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

Guidance literature:: With pyridine; dmap; for 96h; Reflux; Inert atmosphere;
DOI:10.1002/anie.201101210

Reference yield:

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

: 1311269-14-3
4-{[(3R)-7-cyano-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 5 steps

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

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

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

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

4.2: 20 °C / Iknert atmosphere

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

With pyridine; borane-THF; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/anie.201101210

Reference yield:

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

: 1311269-15-4
4-{[(3R)-7-cyano-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,N-diethylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

4.2: 20 °C / Iknert atmosphere

5.1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; borane-THF; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/anie.201101210