N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide

Base Information

• Chemical Name: N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide
• CAS No.: 1333494-96-4
• Molecular Formula: C₅₀H₆₄FN₉O₈
• Molecular Weight: 938.112
• Mol file: 1333494-96-4.mol

Synonyms:N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide

Chemical Property of N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide

There total 15 articles about N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide 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:

C55H72FN9O10 → N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide (1333494-96-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.bmc.2011.07.002

Reference yield:

piperidin-4-one (41661-47-6) → N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide (1333494-96-4)

Guidance literature:

Multi-step reaction with 14 steps

1.1: potassium carbonate / acetonitrile / 16 h / 85 °C

2.1: magnesium / tetrahydrofuran / 1.17 h / Cooling with ice; Reflux

2.2: 3 h / 0 - 20 °C

3.1: sulfuric acid / 0 - 20 °C

4.1: hydrogenchloride / water / 10 h / Reflux

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

6.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

8.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

10.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

11.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

12.1: diethylamine / N,N-dimethyl-formamide / 20 °C

13.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

14.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

With hydrogenchloride; sulfuric acid; potassium carbonate; benzotriazol-1-ol; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile; 2.2: Grignard reaction / 2.3: Grignard reaction / 3.1: Ritter reaction;

DOI:10.1016/j.bmc.2011.07.002

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → N-((S)-2-amino-3-((S)-1-((S)-1-((2S,3R)-4-(1-benzyl-4-phenylpiperidin-4-ylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-ylamino)-3-cyclohexyl-1-oxopropan-2-ylamino)-3-methyl-1-oxobutan-2-ylamino)-3-oxopropyl)-5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide (1333494-96-4)

Guidance literature:

Multi-step reaction with 13 steps

1.1: magnesium / tetrahydrofuran / 1.17 h / Cooling with ice; Reflux

1.2: 3 h / 0 - 20 °C

2.1: sulfuric acid / 0 - 20 °C

3.1: hydrogenchloride / water / 10 h / Reflux

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

5.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

7.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

9.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

10.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

11.1: diethylamine / N,N-dimethyl-formamide / 20 °C

12.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C

13.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C

With hydrogenchloride; sulfuric acid; benzotriazol-1-ol; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 1.2: Grignard reaction / 1.3: Grignard reaction / 2.1: Ritter reaction;

DOI:10.1016/j.bmc.2011.07.002

upstream raw materials:

piperidin-4-one

1-phenylmethyl-4-piperidone

1-benzyl-4-hydroxy-4-phenylpiperidine

benzyl bromide