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

Base Information

Chemical Name:(3R)-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carbonitrile
CAS No.:1311269-30-3
Molecular Formula:C₁₇H₁₇N₃O
Molecular Weight:279.341
Hs Code.:

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

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

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

There total 3 articles about (3R)-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-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: 67.0%

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

: copper(l) cyanide

: 1311269-30-3
(3R)-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carbonitrile

Guidance literature:: In N,N-dimethyl-formamide; at 200 ℃; for 0.5h; Inert atmosphere; Sealed tube; Microwave irradiation;
DOI:10.1002/anie.201101210

Reference yield:

: 3728-20-9
D-tyrosine methylester hydrochloride

: 1311269-30-3
(3R)-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; dmap / 96 h / Reflux; Inert atmosphere

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

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

With pyridine; dmap; borane-THF; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.201101210

Reference yield:

: 4692-98-2
5-bromoisatoic anhydride

: 1311269-30-3
(3R)-3-[(4-hydroxyphenyl)methyl]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; dmap / 96 h / Reflux; Inert atmosphere

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

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

With pyridine; dmap; borane-THF; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.201101210