3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester

Base Information

• Chemical Name: 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester
• CAS No.: 747414-20-6
• Molecular Formula: C29H29NO5
• Molecular Weight: 471.553
• Mol file: 747414-20-6.mol

Synonyms:5-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-isoxazole-3-carboxylic acid ethyl ester;Ethyl 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)isoxazole-3-carboxylate;

Chemical Property of 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester

Chemical Property:

• Boiling Point: 629.5±55.0 °C(Predicted)
• PKA: -5.90±0.38(Predicted)
• PSA: 70.79000
• Density: 1.165±0.06 g/cm3(Predicted)
• LogP: 6.79970
• Storage Temp.: 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl5-(2,4-bis(benzyloxy)-5-isopropylphenyl)isoxazole-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester

There total 8 articles about 3-Isoxazolecarboxylic acid, 5-[5-(1-Methylethyl)-2,4-bis(phenylMethoxy)phenyl]-, ethyl ester 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: 91.0%

4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester (1133784-21-0,747414-19-3) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)isoxazole-3-carboxylic acid ethyl ester (747414-20-6)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; for 4h; Heating;

DOI:10.1021/jm701018h

Reference yield: 72.0%

C29H30O6 (747414-19-3) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)isoxazole-3-carboxylic acid ethyl ester (747414-20-6)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; for 4h; Reflux;

Reference yield:

2,4-dihydroxy-1-isopropylbenzene (23504-03-2) → 5-(2,4-bis(benzyloxy)-5-isopropylphenyl)isoxazole-3-carboxylic acid ethyl ester (747414-20-6)

Guidance literature:

Multi-step reaction with 4 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

With boron trifluoride diethyl etherate; hydroxylamine hydrochloride; sodium ethanolate; potassium carbonate; In ethanol; acetonitrile; 1.1: |Friedel-Crafts Acylation;

DOI:10.1016/j.bmcl.2015.06.009

upstream raw materials:

4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester

2',4'-dihydroxy-4-acetophenone

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

2,4-bis(benzyloxy)acetophenone

Refernces

• 1、 -. "Heat shock protein inhibitor and preparation method and application thereof". Paragraph 0094; 0095; 0116; 0117; 0118. . Retrieved 2016/10/09.
• 2、 -. "HSP90 INHIBITORS CONTAINING A ZINC BINDING MOIETY". Page/Page column 32; 42. . Retrieved 2009/04/24.