5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic acid methyl ester

Base Information

• Chemical Name: 5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic acid methyl ester
• CAS No.: 81579-48-8
• Molecular Formula: C₂₅H₃₃N₃O₅
• Molecular Weight: 455.554

Synonyms:5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic acid methyl ester

Chemical Property of 5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic acid methyl ester

Chemical Property:

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Technology Process of 5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic acid methyl ester

There total 2 articles about 5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic 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: 51.0%

methyl-5-(N,N-dibenzylglycyl) salicylate (36270-04-9) + N-[1-(2-Oxo-propyl)-piperidin-4-yl]-benzamide (81580-30-5) → 5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic acid methyl ester (81579-48-8)

Guidance literature:

With hydrogen; acetic acid; platinum on activated charcoal; palladium oxide on charcoal; In methanol; under 760 Torr; Ambient temperature;

DOI:10.1021/jm00348a013

Reference yield:

N-(piperidin-4-yl)benzamide (33953-37-6) → 5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic acid methyl ester (81579-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / NaHCO₃ / ethanol / 21 h

2: 51 percent / H₂, AcOH / 10percent PdO/C, 10percent Pt/C / methanol / 760 Torr / Ambient temperature

With hydrogen; sodium hydrogencarbonate; acetic acid; platinum on activated charcoal; palladium oxide on charcoal; In methanol; ethanol;

DOI:10.1021/jm00348a013

Reference yield: 86.0%

5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzoic acid methyl ester (81579-48-8) → 5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzamide (81579-57-9)

Guidance literature:

With ammonium hydroxide; for 192h; Ambient temperature;

DOI:10.1021/jm00348a013

upstream raw materials:

methyl-5-(N,N-dibenzylglycyl) salicylate

N-[1-(2-Oxo-propyl)-piperidin-4-yl]-benzamide

N-(piperidin-4-yl)benzamide

Downstream raw materials:

5-{2-[2-(4-Benzoylamino-piperidin-1-yl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxy-benzamide

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