3,5-DiMethyl-isoxazole-4-carboxylic acid Methoxy-Methyl-aMide

Base Information

• Chemical Name: 3,5-DiMethyl-isoxazole-4-carboxylic acid Methoxy-Methyl-aMide
• CAS No.: 1223452-45-6
• Molecular Formula: C8H12N2O3
• Molecular Weight: 184.19248
• Mol file: 1223452-45-6.mol

Synonyms:3,5-DiMethyl-isoxazole-4-carboxylic acid Methoxy-Methyl-aMide;N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide

Chemical Property of 3,5-DiMethyl-isoxazole-4-carboxylic acid Methoxy-Methyl-aMide

Chemical Property:

• PSA: 55.57000
• LogP: 0.92480

Purity/Quality:

98%min ^*data from raw suppliers

3,5-Dimethyl-isoxazole-4-carboxylicAcidMethoxy-methyl-amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-DiMethyl-isoxazole-4-carboxylic acid Methoxy-Methyl-aMide

There total 2 articles about 3,5-DiMethyl-isoxazole-4-carboxylic acid Methoxy-Methyl-aMide 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: 84.0%

3,5-dimethyl-4-isoxazolecarboxylic acid (2510-36-3) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide (1223452-45-6)

Guidance literature:

With diisopropylamine; HATU; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.ejmech.2020.112354

Reference yield:

3,5-dimethylisoxazole-4-carbonyl chloride (31301-45-8) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide (1223452-45-6)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With pyridine; In dichloromethane; at 20 ℃;

3,5-dimethylisoxazole-4-carbonyl chloride; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide (1223452-45-6) + 4-methoxybenzylmagnesium chloride (38769-92-5) → 1-(3,5-dimethylisoxazol-4-yl)-2-(4-methoxyphenyl)ethanone (1289207-37-9)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃;

upstream raw materials:

3,5-dimethyl-4-isoxazolecarboxylic acid

N,O-dimethylhydroxylamine*hydrochloride

3,5-dimethylisoxazole-4-carbonyl chloride

Downstream raw materials:

1-(3,5-dimethylisoxazol-4-yl)-2-(4-methoxyphenyl)ethanone

4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol

1-(3,5-dimefhylisoxazol-4-yl)-2-(4 methoxyphenyl)prop-2-en-1-one

1-(3,5-dimethylisoxazol-4-yl)-2-(4-methoxyphenyl)pentane-1,4-dione

Refernces

• 1、 Wu, Yong-Jin,Guernon, Jason,Yang, Fukang,Snyder, Lawrence,Shi, Jianliang,McClure, Andrea,Rajamani, Ramkumar,Park, Hyunsoo,Ng, Alicia,Lewis, Hal,Chang, ChiehYing,Camac, Dan,Toyn, Jeremy H.,Ahlijanian, Michael K.,Albright, Charles F.,Macor, John E.,Thompson, Lorin A.. "Targeting the BACE1 Active Site Flap Leads to a Potent Inhibitor That Elicits Robust Brain Aβ Reduction in Rodents". supporting information. p. 271 - 276. Retrieved 2016/03/25.
• 2、 -. "4,6-DIARYLAMINOTHIAZINES AS BACE1 INHIBITORS AND THEIR USE FOR THE REDUCTION OF BETA-AMYLOID PRODUCTION". Page/Page column 44; 45. . Retrieved 2014/07/08.