4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one

Base Information

• Chemical Name: 4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one
• CAS No.: 1365879-82-8
• Molecular Formula: C₃₂H₃₇N₃O₃
• Molecular Weight: 511.664

Synonyms:4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one

Chemical Property of 4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one

There total 10 articles about 4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one 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: 4.6%

(R)-3-amino-4-(biphenyl-4-yl)-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one (1365879-81-7) → 4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one (1365879-82-8)

Guidance literature:

With hydrogenchloride; water; sodium nitrite; In methanol; at 20 ℃;

Reference yield:

(R)-1-Boc-nipecotic acid (163438-09-3) → 4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one (1365879-82-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2.1: acetic acid / 2 h / 65 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C

4.1: hydrogenchloride; water / ethanol / 0.17 h / Inert atmosphere; Reflux

5.1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 20 °C

6.1: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.25 h / 110 °C / Microwave irradiation

7.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

8.1: hydrogenchloride; water; sodium nitrite / methanol / 20 °C

With 4-methyl-morpholine; hydrogenchloride; water; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HATU; trifluoroacetic acid; sodium nitrite; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

1,2-diamino-benzene (95-54-5) → 4-(biphenyl-4-yl)-3-hydroxy-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one (1365879-82-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2.1: acetic acid / 2 h / 65 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C

4.1: hydrogenchloride; water / ethanol / 0.17 h / Inert atmosphere; Reflux

5.1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 20 °C

6.1: sodium hydrogencarbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.25 h / 110 °C / Microwave irradiation

7.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

8.1: hydrogenchloride; water; sodium nitrite / methanol / 20 °C

With 4-methyl-morpholine; hydrogenchloride; water; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HATU; trifluoroacetic acid; sodium nitrite; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

(R)-1-Boc-nipecotic acid

1,2-diamino-benzene

(R)-tert-butyl 3-(1H-benzo[d]imidazol-2-yl)piperidine-1-carboxylate

(R)-4-(4-bromophenyl)-3-((tert-butoxycarbonyl)amino)butanoic acid

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