N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide

Base Information

• Chemical Name: N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide
• CAS No.: 190786-57-3
• Molecular Formula: C₃₄H₃₁NO₅
• Molecular Weight: 533.624

Synonyms:N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide

Chemical Property of N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide

Chemical Property:

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Technology Process of N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide

There total 12 articles about N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide 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: 90.0%

Benzhydrylamine (91-00-9) + 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxylic acid (190786-21-1) → N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide (190786-57-3)

Guidance literature:

With dmap; 2,4,6-triisopropylphenylsulfonyl chloride; triethylamine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1248/cpb.47.226

Reference yield:

1-benzyloxy-2-iodobenzene (142523-69-1) → N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide (190786-57-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 34 percent / PdCl₂(PPh₃)2, Et₃N / dimethylformamide / 110 °C

2: 45 percent / pyridinium chloride / 200 °C

3: 75 percent / NaH / dimethylformamide / Ambient temperature

4: 75 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene, DMA / H₂O / Ambient temperature

5: 2,4,6-triisopropylbezenesulfonyl chloride, DMAP, Et₃N / CHCl₃ / Ambient temperature

With dmap; bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; sodium dihydrogenphosphate; 2,4,6-triisopropylphenylsulfonyl chloride; 2-methyl-but-2-ene; pyridine hydrochloride; 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride; triethylamine; In chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00001-8

Reference yield:

vanillin (121-33-5,8014-42-4) → N-diphenylmethyl-2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxamide (190786-57-3)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine / CH₂Cl₂ / 0 °C

2: 74 percent / PdCl₂(Ph₃P)2, Et₃N / dimethylformamide / 90 °C

3: 88 percent / K₂CO₃ / methanol / Ambient temperature

4: 34 percent / PdCl₂(PPh₃)2, Et₃N / dimethylformamide / 110 °C

5: 45 percent / pyridinium chloride / 200 °C

6: 75 percent / NaH / dimethylformamide / Ambient temperature

7: 75 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene, DMA / H₂O / Ambient temperature

8: 2,4,6-triisopropylbezenesulfonyl chloride, DMAP, Et₃N / CHCl₃ / Ambient temperature

With pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; sodium dihydrogenphosphate; 2,4,6-triisopropylphenylsulfonyl chloride; 2-methyl-but-2-ene; pyridine hydrochloride; 2,4-dichlorophenoxyacetic acid dimethylamine; sodium hydride; potassium carbonate; triethylamine; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00001-8

upstream raw materials:

Benzhydrylamine

2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>benzofuran-6-carboxylic acid

Ethyl 4-bromobutyrate

1-benzyloxy-2-iodobenzene

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