N¹-hydroxy-N⁸-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide

Base Information

• Chemical Name: N¹-hydroxy-N⁸-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide
• CAS No.: 1449305-62-7
• Molecular Formula: C₂₅H₃₀N₄O₄
• Molecular Weight: 450.538

Synonyms:N¹-hydroxy-N⁸-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide

Chemical Property of N¹-hydroxy-N⁸-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide

Chemical Property:

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Technology Process of N¹-hydroxy-N⁸-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide

There total 5 articles about N¹-hydroxy-N⁸-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide 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: 27.0%

8-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylamino)-8-oxooctanoic acid (1346678-79-2) → N1-hydroxy-N8-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide (1449305-62-7)

Guidance literature:

With dimethyl-t-butylhydroxylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1016/j.ejmech.2013.05.017

Reference yield:

1,3-dihydro-1-methyl-5-phenyl-3(R,S)-<(benzyloxycarbonyl)-amino>-2H-1,4-benzodiazepin-2-one (106849-47-2) → N1-hydroxy-N8-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide (1449305-62-7)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen bromide / acetic acid / 2 h / 20 °C / Inert atmosphere

2: benzotriazol-1-ol / chloroform / 18 h / 20 °C

3: sodium hydroxide / methanol; tetrahydrofuran; water / 2 h / 20 °C

4: triethylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; dimethyl-t-butylhydroxylamine / dichloromethane / 20 h / 20 °C

With dimethyl-t-butylhydroxylamine; hydrogen bromide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetic acid;

DOI:10.1016/j.ejmech.2013.05.017

Reference yield:

3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (103421-61-0) → N1-hydroxy-N8-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1Hbenzo[e][1,4]diazepin-3-yl)nonanediamide (1449305-62-7)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol / chloroform / 18 h / 20 °C

2: sodium hydroxide / methanol; tetrahydrofuran; water / 2 h / 20 °C

3: triethylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; dimethyl-t-butylhydroxylamine / dichloromethane / 20 h / 20 °C

With dimethyl-t-butylhydroxylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water;

DOI:10.1016/j.ejmech.2013.05.017

upstream raw materials:

1,3-dihydro-1-methyl-5-phenyl-3(R,S)-<(benzyloxycarbonyl)-amino>-2H-1,4-benzodiazepin-2-one

3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one

ethyl 8-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylamino)-8-oxooctanoate

8-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylamino)-8-oxooctanoic acid

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