methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate

Base Information

• Chemical Name: methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate
• CAS No.: 1029061-05-9
• Molecular Formula: C₂₀H₁₉N₃O₇
• Molecular Weight: 413.387

Synonyms:methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate

Chemical Property of methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate

Chemical Property:

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Technology Process of methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate

There total 8 articles about methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate 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: 46.0%

tyrosamine (51-67-2) + 4-[(4-methoxycarbonylamino-furan-2-carbonyl)-amino]-furan-2-carboxylic acid (1170719-65-9) → methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate (1029061-05-9)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.01.043

Reference yield:

methyl 4-amino-furan-2-carboxylate (1170778-05-8) → methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate (1029061-05-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

2.2: pH 3

3.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.01.043

Reference yield:

4-bromofuran-2-carboxylic acid methyl ester (58235-80-6) → methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate (1029061-05-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine / toluene / 23 h / 110 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane; water / 20 °C

3.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.2: 24 h / 20 °C / Inert atmosphere

4.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

4.2: pH 3

5.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; copper(l) iodide; 1-hydroxy-7-aza-benzotriazole; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2012.01.043

upstream raw materials:

tyrosamine

4-[(4-methoxycarbonylamino-furan-2-carbonyl)-amino]-furan-2-carboxylic acid

2-furoic acid methyl ester

C₇H₇NO₅

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