[3-(4-Methoxyphenyl)-5-isoxazolyl]methanamine

Base Information

• Chemical Name: [3-(4-Methoxyphenyl)-5-isoxazolyl]methanamine
• CAS No.: 338982-43-7
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.228
• Hs Code.: 2934999090
• European Community (EC) Number: 833-477-6
• DSSTox Substance ID: DTXSID70377332
• Wikidata: Q82166511
• Mol file: 338982-43-7.mol

Synonyms:338982-43-7;[3-(4-Methoxyphenyl)-5-isoxazolyl]methanamine;[3-(4-methoxyphenyl)-1,2-oxazol-5-yl]methanamine;(3-(4-Methoxyphenyl)isoxazol-5-yl)methanamine;1-[3-(4-methoxyphenyl)-1,2-oxazol-5-yl]methanamine;[3-(4-Methoxyphenyl)isoxazol-5-yl]methylamine;1-[3-(4-methoxyphenyl)-5-isoxazolyl]methanamine;SCHEMBL2898452;DTXSID70377332;MFCD01935989;STK507046;AKOS005070855;6M-352S;EN300-301527;J-501077;[3-(4-methoxyphenyl)-5-isoxazolyl]methanamine, AldrichCPR

Chemical Property of [3-(4-Methoxyphenyl)-5-isoxazolyl]methanamine

Chemical Property:

• Melting Point: 119～122℃
• PSA: 61.28000
• LogP: 2.50920
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 193

Purity/Quality:

99%, ^*data from raw suppliers

[3-(4-Methoxyphenyl)-5-isoxazolyl]methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of [3-(4-Methoxyphenyl)-5-isoxazolyl]methanamine

There total 9 articles about [3-(4-Methoxyphenyl)-5-isoxazolyl]methanamine 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: 77.0%

5-(azidomethyl)-3-(4-methoxyphenyl)isoxazole (1262439-59-7) → 1-(3-(4-methoxyphenyl)isoxazol-5-yl)methaneamine (338982-43-7)

Guidance literature:

5-(azidomethyl)-3-(4-methoxyphenyl)isoxazole; With triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With water; In tetrahydrofuran;

DOI:10.1021/jm1008715

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 1-(3-(4-methoxyphenyl)isoxazol-5-yl)methaneamine (338982-43-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydroxylamine hydrochloride; sodium hydroxide / water; tert-butyl alcohol / 4 h / 20 °C

2.1: chloroamine-T / water; tert-butyl alcohol / 20 °C

2.2: 20 °C

3.1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

5.1: triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With sodium azide; hydroxylamine hydrochloride; chloroamine-T; triethylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2.2: Huisgen cycloaddition / 5.1: Staudinger reaction / 5.2: Staudinger reaction;

DOI:10.1021/jm1008715

Reference yield:

3-(4-methoxyphenyl)-5-(hydroxymethyl)isoxazole (206055-86-9) → 1-(3-(4-methoxyphenyl)isoxazol-5-yl)methaneamine (338982-43-7)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

3: triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With sodium azide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3: Staudinger reaction / 3: Staudinger reaction;

DOI:10.1021/jm1008715

upstream raw materials:

p-methoxyl benzaldoxime

(3-(4-methoxyphenyl)isoxazol-5-yl)methyl 4-methylbenzenesulfonate

5-(azidomethyl)-3-(4-methoxyphenyl)isoxazole

4-methoxy-benzaldehyde

Downstream raw materials:

3-(4-methoxy-phenyl)-5-methylisoxazole

tert-butyl (S)-1-((3-(4-methoxyphenyl)isoxazol-5-yl)methylcarbamoyl)-2-phenylethylcarbamate

tert-butyl (S)-1-((3-(4-methoxyphenyl)isoxazol-5-yl)methylcarbamoyl)-2-((benzyloxy)carbonyl)ethylcarbamate

benzyl (S)-1-((3-(4-methoxyphenyl)isoxazol-5-yl)methylcarbamoyl)-2-methylpropyl carbamate