phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate

Base Information

• Chemical Name: phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate
• CAS No.: 1630973-74-8
• Molecular Formula: C₂₆H₁₈BrN₃O₆
• Molecular Weight: 548.349

Synonyms:phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate

Chemical Property of phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate

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Technology Process of phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate

There total 2 articles about phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate 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: 76.0%

8-bromo-2H-benzo[b][1,4]oxazin-2-one (1630972-78-9) + phenyl isocyanoacetate (1630972-39-2) → phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate (1630973-74-8)

Guidance literature:

With C₃₉H₃₈N₃O₂P; silver(l) oxide; In tetrahydrofuran; at 0 ℃; for 26h; stereoselective reaction;

DOI:10.1002/anie.201402788

Reference yield:

2-amino-6-bromophenol (28165-50-6) → phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate (1630973-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 24 h / Molecular sieve; Reflux

2: C₃₉H₃₈N₃O₂P; silver(l) oxide / tetrahydrofuran / 26 h / 0 °C

With C₃₉H₃₈N₃O₂P; silver(l) oxide; In tetrahydrofuran; toluene;

DOI:10.1002/anie.201402788

Reference yield: 90.0%

phenyl 5-((4R,5R)-1-(3-bromo-2-hydroxyphenyl)-4-(phenoxycarbonyl)-4,5-dihydro-1H-imidazol-5-yl)oxazole-4-carboxylate (1630973-74-8) → phenyl 5-((1R,2R)-1-((3-bromo-2-hydroxyphenyl)amino)-2-formamido-3-oxo-3-phenoxypropyl)oxazole-4-carboxylate (1630972-23-4)

Guidance literature:

With toluene-4-sulfonic acid; In chloroform; water; at 24 ℃; for 6h;

DOI:10.1002/anie.201402788

upstream raw materials:

8-bromo-2H-benzo[b][1,4]oxazin-2-one

phenyl isocyanoacetate

2-amino-6-bromophenol

Downstream raw materials:

phenyl 5-((1R,2R)-1-((3-bromo-2-hydroxyphenyl)amino)-2-formamido-3-oxo-3-phenoxypropyl)oxazole-4-carboxylate

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