N₃-Z-N₄-<(2RS)-2-(8-isobutyl-6-phenyl-1,2,4-triazolo<4,3-a>pyrazin-3-yl)-3-pyridin-3-ylpropanoyl>-(S)-CDAPA-Leu pyridin-2-ylmethylamide

Base Information

• Chemical Name: N₃-Z-N₄-<(2RS)-2-(8-isobutyl-6-phenyl-1,2,4-triazolo<4,3-a>pyrazin-3-yl)-3-pyridin-3-ylpropanoyl>-(S)-CDAPA-Leu pyridin-2-ylmethylamide
• CAS No.: 130405-91-3
• Molecular Formula: C₅₄H₆₆N₁₀O₅
• Molecular Weight: 935.182

Synonyms:

Chemical Property of N₃-Z-N₄-<(2RS)-2-(8-isobutyl-6-phenyl-1,2,4-triazolo<4,3-a>pyrazin-3-yl)-3-pyridin-3-ylpropanoyl>-(S)-CDAPA-Leu pyridin-2-ylmethylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₃-Z-N₄-<(2RS)-2-(8-isobutyl-6-phenyl-1,2,4-triazolo<4,3-a>pyrazin-3-yl)-3-pyridin-3-ylpropanoyl>-(S)-CDAPA-Leu pyridin-2-ylmethylamide

There total 18 articles about N₃-Z-N₄-<(2RS)-2-(8-isobutyl-6-phenyl-1,2,4-triazolo<4,3-a>pyrazin-3-yl)-3-pyridin-3-ylpropanoyl>-(S)-CDAPA-Leu pyridin-2-ylmethylamide 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:

2-(Aminomethyl)pyridine (3731-51-9) → [(1R,2S)-3-Cyclohexyl-2-[2-(8-isobutyl-6-phenyl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-1-({(S)-3-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-methyl)-propyl]-carbamic acid benzyl ester (130405-91-3,130466-61-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / 1-hydroxybenzotriazole hydrate (HOBT), dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

2: 4 M hydrogen chloride / dioxane / 2 h / Ambient temperature

3: Et₃N, 1-hydroxybenzotriazole hydrate (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / Ambient temperature

4: 4 M hydrogen chloride / dioxane / 2 h / Ambient temperature

5: Et₃N, 1-hydroxybenzotriazole hydrate (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / Ambient temperature

With hydrogenchloride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00105a022

Reference yield:

2-(Aminomethyl)pyridine (3731-51-9) → N3-Z-N4-<(2RS)-2-(8-isobutyl-6-phenyl-1,2,4-triazolo<4,3-a>pyrazin-3-yl)-3-pyridin-3-ylpropanoyl>-(S)-CDAPA-Leu pyridin-2-ylmethylamide (130405-91-3,130466-61-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / 1-hydroxybenzotriazole hydrate (HOBT), dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

2: 4 M hydrogen chloride / dioxane / 2 h / Ambient temperature

3: Et₃N, 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / Ambient temperature

4: 4 M hydrogen chloride / dioxane / 2 h / Ambient temperature

5: Et₃N, 1-hydroxybenzotriazole hydrate (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide

With hydrogenchloride; benzotriazol-1-ol; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00105a022

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → [(1R,2S)-3-Cyclohexyl-2-[2-(8-isobutyl-6-phenyl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-1-({(S)-3-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-methyl)-propyl]-carbamic acid benzyl ester (130405-91-3,130466-61-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / 1-hydroxybenzotriazole hydrate (HOBT), dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

2: 4 M hydrogen chloride / dioxane / 2 h / Ambient temperature

3: Et₃N, 1-hydroxybenzotriazole hydrate (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / Ambient temperature

4: 4 M hydrogen chloride / dioxane / 2 h / Ambient temperature

5: Et₃N, 1-hydroxybenzotriazole hydrate (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / Ambient temperature

With hydrogenchloride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00105a022

upstream raw materials:

sodium 2-[8-isobutyl-6-phenyl-1,2,4-triazolo[4,3-a]pyrazin-3-yl]-3-(pyridin-3-yl)propanoate

2-(Aminomethyl)pyridine

N-tert-butoxycarbonyl-L-leucine

(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

Downstream raw materials:

(3R,4S)-3-Amino-5-cyclohexyl-4-[(S)-2-(8-isobutyl-6-phenyl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-pentanoic acid {(S)-3-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide

(3R,4S)-3-Amino-5-cyclohexyl-4-[(R)-2-(8-isobutyl-6-phenyl-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)-3-pyridin-3-yl-propionylamino]-pentanoic acid {(S)-3-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide

N₄-<(2S)-2-(8-Isobutyl-6-phenyl-1,2,4-triazolo<4,3-a>pyrazin-3-yl)-3-pyridin-3-ylpropanoyl>-(S)-CDAPA-Leu pyridin-2-ylmethylamide

N₄-<(2R)-2-(8-isobutyl-6-phenyl-1,2,4-triazolo<4,3-a>pyrazin-3-yl)-3-pyridin-3-ylpropanoyl>-(S)-CDAPA-Leu pyridin-2-ylmethylamide

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