2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: 2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester
• CAS No.: 833490-43-0
• Molecular Formula: C₃₄H₃₅N₅O₃
• Molecular Weight: 561.684

Synonyms:2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester

Chemical Property of 2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester

Chemical Property:

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Technology Process of 2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester

There total 7 articles about 2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester 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: 50.0%

4-[(5-formyl-1H-imidazol-1-yl)methyl]benzonitrile (183500-37-0) + methyl N-benzoyl-N-(piperidin-4-yl)phenylalaninate hydrochloride → 2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester (833490-43-0)

Guidance literature:

4-[(5-formyl-1H-imidazol-1-yl)methyl]benzonitrile; methyl N-benzoyl-N-(piperidin-4-yl)phenylalaninate hydrochloride; With 3 A molecular sieve; triethylamine; In methanol; at 50 ℃; for 4h;

With sodium cyanoborohydride; In methanol; for 18h;

DOI:10.1021/jm030502y

Reference yield:

4-piperidone hydrochloride (41979-39-9) → 2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester (833490-43-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 75 percent / aq. DIEA / dioxane / 24 h / 20 °C

2.1: triethylamine; NaBH₃CN / methanol / 48 h / 50 °C

3.1: triethylamine / CH₂Cl₂ / 24 h / 0 °C

4.1: 95 percent / HCl / methanol / 18 h / 20 °C

5.1: triethylamine / methanol

5.2: NaBH₃CN / methanol / 18 h / 50 °C

With hydrogenchloride; sodium cyanoborohydride; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1248/cpb.53.1324

Reference yield:

4-(5-hydroxymethyl-imidazol-1-ylmethyl)-benzonitrile (183500-36-9) → 2-(benzoyl-{1-[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-piperidin-4-yl}-amino)-3-phenyl-propionic acid methyl ester (833490-43-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MnO₂ / dioxane / 3 h / 30 - 40 °C

2.1: triethylamine / methanol

2.2: NaBH₃CN / methanol / 18 h / 50 °C

With manganese(IV) oxide; triethylamine; In 1,4-dioxane; methanol;

DOI:10.1248/cpb.53.1324

upstream raw materials:

4-[(5-formyl-1H-imidazol-1-yl)methyl]benzonitrile

4-piperidone hydrochloride

4-(5-hydroxymethyl-imidazol-1-ylmethyl)-benzonitrile

[3-(4-cyanobenzyl)-3H-imidazol-4-yl]methyl acetate

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