N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide

Base Information

• Chemical Name: N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide
• CAS No.: 166334-72-1
• Molecular Formula: C₂₉H₃₁NO₄
• Molecular Weight: 457.569

Synonyms:N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide

Chemical Property of N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide

Chemical Property:

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Technology Process of N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide

There total 4 articles about N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide 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: 53.0%

phenylacetic acid (103-82-2) + 3-<(3-aminophenyl)cyclopropylmethyl>-5,6,7,8,9,10-hexahydro-4-hydroxy-2H-cyclooctapyran-2-one (166282-70-8,166335-06-4,166335-07-5) → N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide (166334-72-1)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jm00022a011

Reference yield:

5,6,7,8,9,10-Hexahydro-4-hydroxy-2H-cyclooctapyran-2-on (100058-82-0) → N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide (166334-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / p-toluenesulfonic acid / toluene / 16 h / Ambient temperature

2: 90 percent / cyclohexene / 10percent Pd/C / 4 h / Heating

3: 53 percent / bis(2-oxo-3-oxazolidinyl)phosphonic chloride, triethylamine / CH₂Cl₂ / 24 h / Ambient temperature

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; toluene-4-sulfonic acid; triethylamine; cyclohexene; palladium on activated charcoal; In dichloromethane; toluene;

DOI:10.1021/jm00022a011

Reference yield:

m-<(benzyloxycarbonyl)amino>phenyl cyclopropyl carbinol (162174-77-8) → N-{3-[Cyclopropyl-(4-hydroxy-2-oxo-5,6,7,8,9,10-hexahydro-2H-cycloocta[b]pyran-3-yl)-methyl]-phenyl}-2-phenyl-acetamide (166334-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / p-toluenesulfonic acid / toluene / 16 h / Ambient temperature

2: 90 percent / cyclohexene / 10percent Pd/C / 4 h / Heating

3: 53 percent / bis(2-oxo-3-oxazolidinyl)phosphonic chloride, triethylamine / CH₂Cl₂ / 24 h / Ambient temperature

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; toluene-4-sulfonic acid; triethylamine; cyclohexene; palladium on activated charcoal; In dichloromethane; toluene;

DOI:10.1021/jm00022a011

upstream raw materials:

phenylacetic acid

3-<(3-aminophenyl)cyclopropylmethyl>-5,6,7,8,9,10-hexahydro-4-hydroxy-2H-cyclooctapyran-2-one

5,6,7,8,9,10-Hexahydro-4-hydroxy-2H-cyclooctapyran-2-on

m-<(benzyloxycarbonyl)amino>phenyl cyclopropyl carbinol

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