2-(3-(4-Methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid

Base Information

• Chemical Name: 2-(3-(4-Methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid
• CAS No.: 193267-59-3
• Molecular Formula: C12H13NO4
• Molecular Weight: 235.24
• DSSTox Substance ID: DTXSID90445764
• ChEMBL ID: CHEMBL1927058
• Mol file: 193267-59-3.mol

Synonyms:193267-59-3;CHEMBL1927058;2-(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid;2-[3-(4-methoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetic Acid;[3-(4-methoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]acetic acid;SCHEMBL667518;DTXSID90445764;CFZUPCFKZGJDQX-UHFFFAOYSA-N;BDBM50359717;STK695525;AKOS005606336

Chemical Property of 2-(3-(4-Methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 235.08445790
• Heavy Atom Count: 17
• Complexity: 308

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NOC(C2)CC(=O)O

Technology Process of 2-(3-(4-Methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid

There total 5 articles about 2-(3-(4-Methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid 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: 100.0%

but-3-enoic acid (625-38-7) → 2-(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid (193267-59-3)

Guidance literature:

p-methoxyl benzaldoxime; With N-chloro-succinimide; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

but-3-enoic acid; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

Reference yield:

but-3-enoic acid (625-38-7) + N-hydroxy-4-methoxy-benzenecarboximidoyl chloride (38435-51-7) → 2-(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid (193267-59-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.10.056

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 2-(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetic acid (193267-59-3)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; sodium acetate / methanol; water / 12 h / 20 °C

2: N-chloro-succinimide / N,N-dimethyl-formamide / 5 h / 20 °C

3: triethylamine / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

With N-chloro-succinimide; hydroxylamine hydrochloride; sodium acetate; triethylamine; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.10.056

upstream raw materials:

but-3-enoic acid

p-methoxyl benzaldoxime

N-hydroxy-4-methoxy-benzenecarboximidoyl chloride

4-methoxy-benzaldehyde

Downstream raw materials:

methyl 2-(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetate

C₂₄H₂₄N₂O₇

N-(2-(5-methoxy-1H-indol-3-yl)ethyl)-2-(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetamide

2-isopropyl-5-methylphenyl 2-(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)acetate