5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide

Base Information

• Chemical Name: 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide
• CAS No.: 1330740-26-5
• Molecular Formula: C₃₁H₃₀N₂O₄
• Molecular Weight: 494.59
• Mol file: 1330740-26-5.mol

Synonyms:5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide

Chemical Property of 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide

There total 1 articles about 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-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: 75.0%

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-4-iodoisoxazole-3-carboxylic acid ethylamide (747414-22-8) + tributylethynyltin (994-89-8) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide (1330740-26-5)

Guidance literature:

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-4-iodoisoxazole-3-carboxylic acid ethylamide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 112 ℃; for 0.166667h;

tributylethynyltin; In toluene; for 2h; Reflux;

Reference yield: 45.0%

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide (1330740-26-5) → 4-acetyl-5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethylisoxazole-3-carboxamide (1330740-28-7)

Guidance literature:

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide; With formic acid; at 95 ℃; for 1h;

With sodium hydrogencarbonate; pH=8;

Reference yield:

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-ethynylisoxazole-3-carboxamide (1330740-26-5) → 5-(2,4-dihydroxy-5-isopropylphenyl)-N-ethyl-4-(1-propyl-1H-pyrazol-3-yl)isoxazole-3-carboxamide (1330740-50-5)

Guidance literature:

Multi-step reaction with 5 steps

1: formic acid; sodium hydrogencarbonate / 1 h / 95 °C

2: ethanol / 4 h / Reflux

3: hydrazine / ethanol / 48 h / 20 °C

4: potassium carbonate / acetonitrile / 1 h

5: boron trichloride / dichloromethane / 0.5 h / 0 °C

With formic acid; boron trichloride; sodium hydrogencarbonate; potassium carbonate; hydrazine; In ethanol; dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2020.127165

upstream raw materials:

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-4-iodoisoxazole-3-carboxylic acid ethylamide

tributylethynyltin

Downstream raw materials:

4-acetyl-5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethylisoxazole-3-carboxamide

(E)-5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-4-(3-(dimethylamino)acryloyl)-N-ethylisoxazole-3-carboxamide

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-(1H-pyrazol-3-yl)isoxazole-3-carboxamide

5-(2,4-dihydroxy-5-isopropylphenyl)-N-ethyl-4-(1-methyl-1H-pyrazol-3-yl)isoxazole-3-carboxamide