1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Base Information

Chemical Name:1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine
CAS No.:151620-72-3
Molecular Formula:C₂₆H₂₇N₅O₂
Molecular Weight:441.533
Hs Code.:

Synonyms:1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

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Chemical Property of 1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

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Technology Process of 1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

There total 3 articles about 1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine 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: 52.0%

: 151385-95-4
1-N-(adamant-1-ylmethyl)-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

: 151620-72-3
1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Guidance literature:: 1-N-(adamant-1-ylmethyl)-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine; With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 0.5h;

With 2,4,6-Triisopropylbenzenesulfonyl azide; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Further stages.;
DOI:10.1021/jm990967h

Reference yield:

: 40426-24-2
((3r,5r,7r)-adamantan-1-yl)methyl methanesulfonate

: 151620-72-3
1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.75 h / 130 °C

1.2: 18 percent / dimethylformamide / 6 h / 150 °C

2.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C

2.2: 52 percent / 2,4,6-triisopropylbenzenesulfonyl azide / tetrahydrofuran / 0.08 h / -78 °C

With potassium tert-butylate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Azidation;
DOI:10.1021/jm990967h

Reference yield:

: 22316-50-3
1-phenyl 1,2,4,5-tetrahydro 2,4-dioxo 3H-1,5-benzodiazepine

: 151620-72-3
1-N-(adamant-1-ylmethyl)-3-azido-2,4-dioxo-5-N-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.75 h / 130 °C

1.2: 18 percent / dimethylformamide / 6 h / 150 °C

2.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C

2.2: 52 percent / 2,4,6-triisopropylbenzenesulfonyl azide / tetrahydrofuran / 0.08 h / -78 °C

With potassium tert-butylate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Azidation;
DOI:10.1021/jm990967h