2-[(1-amino-cyclohexanecarbonyl)-amino]-N¹-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide

Base Information

• Chemical Name: 2-[(1-amino-cyclohexanecarbonyl)-amino]-N¹-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide
• CAS No.: 849606-97-9
• Molecular Formula: C₁₉H₂₆N₈O₆
• Molecular Weight: 462.465

Synonyms:2-[(1-amino-cyclohexanecarbonyl)-amino]-N¹-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide

Chemical Property of 2-[(1-amino-cyclohexanecarbonyl)-amino]-N¹-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide

Chemical Property:

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Technology Process of 2-[(1-amino-cyclohexanecarbonyl)-amino]-N¹-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide

There total 4 articles about 2-[(1-amino-cyclohexanecarbonyl)-amino]-N¹-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide 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: 79.0%

(1-{2-carbamoyl-1-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethylcarbamoyl]-ethylcarbamoyl}-cyclohexyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (849606-96-8) → 2-[(1-amino-cyclohexanecarbonyl)-amino]-N1-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide (849606-97-9)

Guidance literature:

With piperidine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2005.01.017

Reference yield:

N1-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)ethane-1,2-diamine (190324-44-8) → 2-[(1-amino-cyclohexanecarbonyl)-amino]-N1-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide (849606-97-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / 1-hydroxybenzotriazole; diisopropylcarbodiimide / dimethylformamide / 20 °C

2: 84 percent / TFA / CH₂Cl₂ / 1 h

3: 78 percent / 1-hydroxybenzotriazole; diisopropylcarbodiimide / dimethylformamide / 20 °C

4: 79 percent / piperidine / acetonitrile / 1 h / 20 °C

With piperidine; benzotriazol-1-ol; trifluoroacetic acid; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2005.01.017

Reference yield:

2-amino-N1-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide (849606-95-7) → 2-[(1-amino-cyclohexanecarbonyl)-amino]-N1-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide (849606-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 1-hydroxybenzotriazole; diisopropylcarbodiimide / dimethylformamide / 20 °C

2: 79 percent / piperidine / acetonitrile / 1 h / 20 °C

With piperidine; benzotriazol-1-ol; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2005.01.017

upstream raw materials:

(1-{2-carbamoyl-1-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethylcarbamoyl]-ethylcarbamoyl}-cyclohexyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

N¹-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)ethane-1,2-diamine

2-amino-N¹-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethyl]-succinamide

{2-carbamoyl-1-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

Downstream raw materials:

N-(1-{2-carbamoyl-1-[2-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-ethylcarbamoyl]-ethylcarbamoyl}-cyclohexyl)-3-[4-(di-tert-butoxy-phosphorylmethyl)-benzyl]-succinamic acid tert-butyl ester

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