3-(1-{[Isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-(1-{[Isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester
• CAS No.: 1027995-85-2
• Molecular Formula: C₃₉H₄₀N₆O₆
• Molecular Weight: 688.783

Synonyms:

Chemical Property of 3-(1-{[Isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 3-(1-{[Isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester

There total 7 articles about 3-(1-{[Isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester 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:

4-(isopropylamino)anisole (16495-67-3) → 3-(1-{[Isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester (1027995-85-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / Et₃N / CH₂Cl₂ / Ambient temperature

2: 75 percent / K₂CO₃ / dimethylformamide / 16 h / 60 °C

3: 60 percent / tetrahydrofuran / 20 h / Ambient temperature

4: 1.) NaH, NaN(TMS)2 / 1.) DMF, THF, 0 deg C, 2.) DMF, THF, RT, 2 h

With sodium hexamethyldisilazane; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970265x

Reference yield:

4-methoxy-aniline (104-94-9) → 3-(1-{[Isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester (1027995-85-2)

Guidance literature:

Multi-step reaction with 5 steps

1: AcOH, sodium triacetoxyborohydride / tetrahydrofuran / 15 h / Ambient temperature

2: 82 percent / Et₃N / CH₂Cl₂ / Ambient temperature

3: 75 percent / K₂CO₃ / dimethylformamide / 16 h / 60 °C

4: 60 percent / tetrahydrofuran / 20 h / Ambient temperature

5: 1.) NaH, NaN(TMS)2 / 1.) DMF, THF, 0 deg C, 2.) DMF, THF, RT, 2 h

With sodium hexamethyldisilazane; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970265x

Reference yield:

3-methyl-1H-pyrazolo[3,4b]pyridine (116834-96-9) → 3-(1-{[Isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-pyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester (1027995-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 253 mg / DMAP, Et₃N / acetonitrile / 0.5 h / Ambient temperature

2: 54 percent / NBS, benzoyl peroxide / CCl₄ / 4.5 h / Heating

3: 1.) NaH, NaN(TMS)2 / 1.) DMF, THF, 0 deg C, 2.) DMF, THF, RT, 2 h

With dmap; N-Bromosuccinimide; Perbenzoic acid; sodium hexamethyldisilazane; sodium hydride; triethylamine; In tetrachloromethane; acetonitrile;

DOI:10.1021/jm970265x

upstream raw materials:

2-(2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl)-N-isopropyl-N-(4-methoxy-phenyl)-acetamide

3-bromomethylpyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester

4-(isopropylamino)anisole

4-methoxy-aniline

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