5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-iodoisoxazole-3-carboxaMide

Base Information

• Chemical Name: 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-iodoisoxazole-3-carboxaMide
• CAS No.: 747414-22-8
• Molecular Formula: C29H29IN2O4
• Molecular Weight: 596.465
• Mol file: 747414-22-8.mol

Synonyms:5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-iodoisoxazole-3-carboxaMide;5-(2,4-Bis-benzyloxy-5-isopropyl-phenyl)-4-iodo-isoxazole-3- carboxylicacidethylamide

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

Chemical Property:

• Boiling Point: 680.3±55.0 °C(Predicted)
• PKA: 9.75±0.46(Predicted)
• PSA: 77.08000
• Density: 1.389±0.06 g/cm3(Predicted)
• LogP: 7.55210

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 11 articles about 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-N-ethyl-4-iodoisoxazole-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: 97.0%

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)isoxazole-3-carboxylic acid ethylamide (747414-21-7) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-4-iodoisoxazole-3-carboxylic acid ethylamide (747414-22-8)

Guidance literature:

With N-iodo-succinimide; ammonium cerium (IV) nitrate; In dichloromethane; acetonitrile; at 20 ℃; for 16h;

Reference yield:

1-(2,4-bis(benzyloxy)-5-isopropylphenyl)ethan-1-one (747414-18-2) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-4-iodoisoxazole-3-carboxylic acid ethylamide (747414-22-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium ethanolate / ethanol / 20 °C

1.2: 20 °C

2.1: hydroxylamine hydrochloride / ethanol / 20 °C

3.1: ethanol; water / 5 h / Reflux

4.1: N-iodo-succinimide; ammonium cerium (IV) nitrate / acetonitrile / 80 °C

With N-iodo-succinimide; ammonium cerium (IV) nitrate; hydroxylamine hydrochloride; sodium ethanolate; In ethanol; water; acetonitrile;

DOI:10.1016/j.bmcl.2015.06.009

Reference yield:

2,4-dihydroxy-1-isopropylbenzene (23504-03-2) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)-4-iodoisoxazole-3-carboxylic acid ethylamide (747414-22-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: boron trifluoride diethyl etherate

2.1: potassium carbonate / acetonitrile / 20 °C

3.1: sodium ethanolate / ethanol / 20 °C

3.2: 20 °C

4.1: hydroxylamine hydrochloride / ethanol / 20 °C

5.1: ethanol; water / 5 h / Reflux

6.1: N-iodo-succinimide; ammonium cerium (IV) nitrate / acetonitrile / 80 °C

With N-iodo-succinimide; ammonium cerium (IV) nitrate; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; sodium ethanolate; potassium carbonate; In ethanol; water; acetonitrile; 1.1: |Friedel-Crafts Acylation;

DOI:10.1016/j.bmcl.2015.06.009

upstream raw materials:

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

2',4'-dihydroxy-4-acetophenone

(((4-(prop-1-en-2-yl)-1,3-phenylene)bis(oxy))bis(methylene))dibenzene

2,4-bis(benzyloxy)acetophenone

Downstream raw materials:

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

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

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

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