5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N³-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide

Base Information

• Chemical Name: 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N³-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide
• CAS No.: 1330737-03-5
• Molecular Formula: C₃₃H₃₂N₄O₆
• Molecular Weight: 580.64

Synonyms:5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N³-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide

Chemical Property of 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N³-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide

Chemical Property:

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Technology Process of 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N³-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide

There total 1 articles about 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N³-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide 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:

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-4-iodoisoxazole-3-carboxylic acid ethylamide (747414-22-8) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N3-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide (1330737-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 2.5 h / Reflux

2: ammonia; potassium cyanide / methanol / 12 h / 50 °C

With potassium cyanide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; In methanol; toluene;

DOI:10.1016/j.bmcl.2020.127165

Reference yield: 90.0%

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N3-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide (1330737-03-5) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-3'-cyano-N-ethyl-4,5'-biisoxazole-3-carboxamide (1330738-23-2)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N3-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide (1330737-03-5) → 5-(2,4-dihydroxy-5-isopropylphenyl)-N3-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide (1330737-01-3)

Guidance literature:

With boron trichloride; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2020.127165

upstream raw materials:

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

Downstream raw materials:

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-3'-cyano-N-ethyl-4,5'-biisoxazole-3-carboxamide

5-(2,4-dihydroxy-5-isopropylphenyl)-N³-ethyl-4,5'-biisoxazole-3,3'-dicarboxamide

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