[5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl ester

Base Information

• Chemical Name: [5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl ester
• CAS No.: 869113-85-9
• Molecular Formula: C₁₉H₂₄N₂O₃S
• Molecular Weight: 360.477

Synonyms:[5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl ester

Chemical Property of [5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of [5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl ester

There total 3 articles about [5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl 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: 68.0%

tetrahydrofurfuryl isothiocyanate (36810-87-4) + (S)-4-Amino-3-oxo-5-phenyl-pentanoic acid ethyl ester; hydrochloride → [5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl ester (869113-85-9)

Guidance literature:

tetrahydrofurfuryl isothiocyanate; (S)-4-Amino-3-oxo-5-phenyl-pentanoic acid ethyl ester; hydrochloride; With triethylamine; In ethanol; at 50 ℃; for 4h;

With pyridinium p-toluenesulfonate; In toluene; for 4h; Heating;

DOI:10.1016/j.tetlet.2005.08.138

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → [5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl ester (869113-85-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / CDI; MgCl₂

2.1: 100 percent / HCl (satd.) / ethyl acetate / 1 h / 20 °C

3.1: triethylamine / ethanol / 4 h / 50 °C

3.2: 68 percent / pyridinium p-toluenesulfonate / toluene / 4 h / Heating

With hydrogenchloride; triethylamine; 1,1'-carbonyldiimidazole; magnesium chloride; In ethanol; ethyl acetate;

DOI:10.1016/j.tetlet.2005.08.138

Reference yield:

(4S)-40<(tertibutyloxycarbonyl)amino>-3-oxo-5-phenylpentanoic acid ethyl ester (112271-08-6) → [5-benzyl-3-(tetrahydro-furan-2-ylmethyl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl]-acetic acid ethyl ester (869113-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / HCl (satd.) / ethyl acetate / 1 h / 20 °C

2.1: triethylamine / ethanol / 4 h / 50 °C

2.2: 68 percent / pyridinium p-toluenesulfonate / toluene / 4 h / Heating

With hydrogenchloride; triethylamine; In ethanol; ethyl acetate;

DOI:10.1016/j.tetlet.2005.08.138

upstream raw materials:

tetrahydrofurfuryl isothiocyanate

N-tert-butoxycarbonyl-L-phenylalanine

(4S)-40<(tertibutyloxycarbonyl)amino>-3-oxo-5-phenylpentanoic acid ethyl ester

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