N₁-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N₄-(4-(dipropylamino)butyl)terephthalamide

Base Information

• Chemical Name: N₁-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N₄-(4-(dipropylamino)butyl)terephthalamide
• CAS No.: 1346804-56-5
• Molecular Formula: C₃₈H₆₆N₆O₆
• Molecular Weight: 702.979

Synonyms:N₁-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N₄-(4-(dipropylamino)butyl)terephthalamide

Chemical Property of N₁-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N₄-(4-(dipropylamino)butyl)terephthalamide

Chemical Property:

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Technology Process of N₁-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N₄-(4-(dipropylamino)butyl)terephthalamide

There total 5 articles about N₁-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N₄-(4-(dipropylamino)butyl)terephthalamide 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: 17.0%

(S)-2-Amino-4-methyl-pentanoic acid {(S)-1-[(S)-1-(methoxy-methyl-carbamoyl)-3-methyl-butylcarbamoyl]-3-methyl-butyl}-amide; compound with trifluoro-acetic acid + lithium 4-((4-(dipropylamino)butyl)carbamoyl)benzoate (1346804-51-0) → N1-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N4-(4-(dipropylamino)butyl)terephthalamide (1346804-56-5)

Guidance literature:

lithium 4-((4-(dipropylamino)butyl)carbamoyl)benzoate; With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

(S)-2-Amino-4-methyl-pentanoic acid {(S)-1-[(S)-1-(methoxy-methyl-carbamoyl)-3-methyl-butylcarbamoyl]-3-methyl-butyl}-amide; compound with trifluoro-acetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.07.037

Reference yield:

4-(dipropylamino)butanenitrile → N1-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N4-(4-(dipropylamino)butyl)terephthalamide (1346804-56-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 4 h / -78 - 20 °C / Inert atmosphere

2.1: trimethylaluminum / hexane; dichloromethane / 2 h / 0 - 5 °C / Inert atmosphere

2.2: 77 h / 0 °C / Reflux; Inert atmosphere

3.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 - 20 °C

4.1: benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 0 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; lithium hydroxide monohydrate; trimethylaluminum; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;

DOI:10.1016/j.ejmech.2011.07.037

Reference yield:

methyl 4-((4-(dipropylamino)butyl)carbamoyl)benzoate → N1-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N4-(4-(dipropylamino)butyl)terephthalamide (1346804-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 - 20 °C

2.1: benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.ejmech.2011.07.037

upstream raw materials:

lithium 4-((4-(dipropylamino)butyl)carbamoyl)benzoate

N₁,N₁-dipropylbutane-1,4-diamine

di-n-propylamine

Downstream raw materials:

N₁-(4-(dipropylamino)butyl)-N₄-((S)-4-methyl-1-((S)-4-methyl-1-((S)-4-methyl-1-oxopentan-2-ylamino)-1-oxopentan-2-ylamino)-1-oxopentan-2-yl)terephthalamide hydrochloride

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