2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-6-(N-benzyloxycarbonyl-N-diphenylmethylamino)benzofuran

Base Information

• Chemical Name: 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-6-(N-benzyloxycarbonyl-N-diphenylmethylamino)benzofuran
• CAS No.: 190786-24-4
• Molecular Formula: C₄₁H₃₇NO₆
• Molecular Weight: 639.748
• Mol file: 190786-24-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 13 articles about 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-6-(N-benzyloxycarbonyl-N-diphenylmethylamino)benzofuran 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:

1-benzyloxy-2-iodobenzene (142523-69-1) → 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-6-(N-benzyloxycarbonyl-N-diphenylmethylamino)benzofuran (190786-24-4)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 45 percent / pyridinium chloride / 2 h / 200 °C

3: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 12 h

4: 90 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / N,N-dimethyl-acetamide; H₂O / 2 h / Ambient temperature

5: 1.) diphenylphosphoryl azide, Et₃N / 1.) toluene, reflux, 2 h, 2.) toluene, reflux, 8 h

6: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, 60 deg C, 3 h

With bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenylphosphoranyl azide; pyridine hydrochloride; sodium hydride; triethylamine; In N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.226

Reference yield:

vanillin (121-33-5,8014-42-4) → 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-6-(N-benzyloxycarbonyl-N-diphenylmethylamino)benzofuran (190786-24-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 97 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 66 percent / Et₃N, (Ph₃P)2PdCl₂ / dimethylformamide / 2 h / 90 °C

3: 75 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

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

5: 45 percent / pyridinium chloride / 2 h / 200 °C

6: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 12 h

7: 90 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / N,N-dimethyl-acetamide; H₂O / 2 h / Ambient temperature

8: 1.) diphenylphosphoryl azide, Et₃N / 1.) toluene, reflux, 2 h, 2.) toluene, reflux, 8 h

9: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, 60 deg C, 3 h

With pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenylphosphoranyl azide; pyridine hydrochloride; sodium hydride; potassium carbonate; triethylamine; In methanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.226

Reference yield:

4-ethynyl-3-methoxybenzaldehyde (190786-13-1) → 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-6-(N-benzyloxycarbonyl-N-diphenylmethylamino)benzofuran (190786-24-4)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 45 percent / pyridinium chloride / 2 h / 200 °C

3: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 12 h

4: 90 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / N,N-dimethyl-acetamide; H₂O / 2 h / Ambient temperature

5: 1.) diphenylphosphoryl azide, Et₃N / 1.) toluene, reflux, 2 h, 2.) toluene, reflux, 8 h

6: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, 60 deg C, 3 h

With bis-triphenylphosphine-palladium(II) chloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenylphosphoranyl azide; pyridine hydrochloride; sodium hydride; triethylamine; In N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.226

upstream raw materials:

Bromodiphenylmethane

2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-6-benzyloxycarbonylaminobenzofuran

Ethyl 4-bromobutyrate

1-benzyloxy-2-iodobenzene

Downstream raw materials:

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