4-Aminoisoxazole

Base Information

• Chemical Name: 4-Aminoisoxazole
• CAS No.: 108511-97-3
• Molecular Formula: C3H4N2O
• Molecular Weight: 84.0776
• Hs Code.: 2934999090
• European Community (EC) Number: 808-460-1
• DSSTox Substance ID: DTXSID30549977
• Nikkaji Number: J3.534.619H
• Wikidata: Q82429180
• Mol file: 108511-97-3.mol

Synonyms:4-Aminoisoxazole;Isoxazol-4-amine;108511-97-3;1,2-oxazol-4-amine;4-ISOXAZOLAMINE;ISOXAZOL-4-YLAMINE;C3H4N2O;MFCD08234629;4-Aminoisoxazole, AldrichCPR;LCZC2248;DTXSID30549977;CVCYZCBJCQXUCN-UHFFFAOYSA-N;AMY15221;AKOS007930457;AB43605;SB30530;AS-56732;SY041839;CS-0018833;EN300-44060;F14139;A801888;J-002158

Chemical Property of 4-Aminoisoxazole

Chemical Property:

• Melting Point: 130-135 °C (decomp)
• Boiling Point: 234.652 °C at 760 mmHg
• PKA: 1.88±0.10(Predicted)
• Flash Point: 95.714 °C
• PSA: 52.05000
• Density: 1.241 g/cm³
• LogP: 0.83800
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 84.032362755
• Heavy Atom Count: 6
• Complexity: 48.1

Purity/Quality:

97% ^*data from raw suppliers

4-Aminoisoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NO1)N
• Uses: 4-Aminoisoxazole is a versatile reactant used in the design and synthesis of hydroxyethylene-based HIV-1 protease inhibitor containing a heterocyclic P1''-P2'' amide bond isostere. It is also used in the development of pyrimidine derivatives as JAK3 inhibitors.

Technology Process of 4-Aminoisoxazole

There total 3 articles about 4-Aminoisoxazole 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%

4-iodoisoxazole (847490-69-1) → isooxazolyl-4-amine (108511-97-3)

Guidance literature:

4-iodoisoxazole; With TurboGrignard; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

With acetone oxime-o-p-benzenesulfonic ester; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201608039

Reference yield: 65.0%

4-nitroisoxazole (1121-13-7) → isooxazolyl-4-amine (108511-97-3)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; at 20 ℃; for 1.5h;

DOI:10.1039/d0md00097c

Reference yield: 54.0%

N-(4-methoxyphenyl)-N'-(5-methylisoxazol-4-yl)thioharnstoff (122686-14-0) → isooxazolyl-4-amine (108511-97-3)

Guidance literature:

With ammonium chloride; zinc; In water; at 0 - 5 ℃;

DOI:10.1002/hlca.19890720317

upstream raw materials:

4-nitroisoxazole

N-(4-methoxyphenyl)-N'-(5-methylisoxazol-4-yl)thioharnstoff

4-iodoisoxazole

Downstream raw materials:

(2R,4S,5S)-2-benzyl-5-<(tert-butoxycarbonyl)amino>-4-(tert-butyldimethylsiloxy)-N-(isoxazol-4-yl)-6-phenylhexanamide