4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester

Base Information

Chemical Name:4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester
CAS No.:910575-39-2
Molecular Formula:C₂₆H₃₃N₅O₅
Molecular Weight:495.579
Hs Code.:

4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester

Synonyms:4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester

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Chemical Property of 4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester

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Technology Process of 4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester

There total 7 articles about 4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester 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: 84.0%

: 868707-56-6
4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(4-amino-3-methyl-5-nitro-phenyl)-1-methoxycarbonyl-ethyl ester

: 910575-39-2
4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In methanol; at 50 ℃; for 3.5h; under 2585.81 Torr;

Reference yield:

: 77811-44-0
4-bromo-2-methyl-6-nitroaniline

: 910575-39-2
4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / palladium diacetate; tris-(o-tolyl)phosphine / acetonitrile / 24 h / 90 °C

2.1: hydrogenchloride; water / 1,4-dioxane / 3 h / Heating / reflux

3.1: (1R)-B-chloro-diisopinocampheylborane; triethylamine / tetrahydrofuran / -35 - 20 °C

3.2: 0.25 h / 5 °C

3.3: 0 °C

4.1: thionyl chloride / 2 h / 0 - 20 °C / Cooling with acetone/ice

5.1: pyridine; dmap / 0.5 h / 0 - 20 °C

5.2: 2 h / 20 °C

6.1: 5 h / 20 °C

7.1: hydrogen / methanol / 3.5 h / 50 °C / 2585.51 Torr

With pyridine; hydrogenchloride; dmap; thionyl chloride; (1R)-B-chloro-diisopinocampheylborane; water; hydrogen; triethylamine; palladium diacetate; tris-(o-tolyl)phosphine; In tetrahydrofuran; 1,4-dioxane; methanol; acetonitrile;

Reference yield:

: 868707-48-6
3-(4-amino-3-methyl-5-nitro-phenyl)-2-oxo-propionic acid

: 910575-39-2
4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethylester

Guidance literature:: Multi-step reaction with 5 steps

1.1: (1R)-B-chloro-diisopinocampheylborane; triethylamine / tetrahydrofuran / -35 - 20 °C

1.2: 0.25 h / 5 °C

1.3: 0 °C

2.1: thionyl chloride / 2 h / 0 - 20 °C / Cooling with acetone/ice

3.1: pyridine; dmap / 0.5 h / 0 - 20 °C

3.2: 2 h / 20 °C

4.1: 5 h / 20 °C

5.1: hydrogen / methanol / 3.5 h / 50 °C / 2585.51 Torr

With pyridine; dmap; thionyl chloride; (1R)-B-chloro-diisopinocampheylborane; hydrogen; triethylamine; In tetrahydrofuran; methanol;