Methyl 5-(hydroxymethyl)-1,2-oxazole-3-carboxylate

Base Information

• Chemical Name: Methyl 5-(hydroxymethyl)-1,2-oxazole-3-carboxylate
• CAS No.: 139297-55-5
• Molecular Formula: C6H7NO4
• Molecular Weight: 157.12408
• Hs Code.: 2934999090
• European Community (EC) Number: 822-045-2
• DSSTox Substance ID: DTXSID80434440
• Wikidata: Q82248866
• ChEMBL ID: CHEMBL264785
• Mol file: 139297-55-5.mol

Synonyms:139297-55-5;Methyl 5-(hydroxymethyl)-1,2-oxazole-3-carboxylate;Methyl 5-(Hydroxymethyl)isoxazole-3-carboxylate;3-Isoxazolecarboxylic acid, 5-(hydroxymethyl)-, methyl ester (9CI);3-Isoxazolecarboxylic acid, 5-(hydroxymethyl)-, methyl ester;CHEMBL264785;SCHEMBL18973243;DTXSID80434440;MFCD14706527;AKOS023600204;TS-00090;EN300-108057;Methyl5-(Hydroxymethyl)isoxazole-3-carboxylate;Z1255497790

Chemical Property of Methyl 5-(hydroxymethyl)-1,2-oxazole-3-carboxylate

Chemical Property:

• PSA: 72.56000
• LogP: -0.04650
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 157.03750770
• Heavy Atom Count: 11
• Complexity: 150

Purity/Quality:

99.0%min ^*data from raw suppliers

Methyl5-(hydroxymethyl)isoxazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NOC(=C1)CO

Technology Process of Methyl 5-(hydroxymethyl)-1,2-oxazole-3-carboxylate

There total 3 articles about Methyl 5-(hydroxymethyl)-1,2-oxazole-3-carboxylate 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: 88.0%

methyl 5-(tetrahydro-2H-pyran-2-yloxymethyl)isoxazole-3-carboxylate (252769-66-7) → methyl 5-(hydroxymethyl)isoxazole-3-carboxylate (139297-55-5)

Guidance literature:

With Amberlite H-15; In methanol; at 50 ℃; for 5h;

DOI:10.1021/jm991059n

Reference yield: 68.0%

(E)-3-bromoprop-2-en-1-ol (37428-55-0) + methyl 2-nitroacetate (2483-57-0) → methyl 5-(hydroxymethyl)isoxazole-3-carboxylate (139297-55-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; copper(II) oxide; zirconium(IV) oxide; for 1h; Milling;

DOI:10.1002/adsc.202100730

Reference yield: 43.0%

methyl chlorooximidoacetate (30673-27-9) + propargyl alcohol (107-19-7) → methyl 5-(hydroxymethyl)isoxazole-3-carboxylate (139297-55-5)

Guidance literature:

With potassium carbonate; In chloroform; Ambient temperature;

DOI:10.1016/0223-5234(92)90137-P

upstream raw materials:

methyl chlorooximidoacetate

propargyl alcohol

methyl 5-(tetrahydro-2H-pyran-2-yloxymethyl)isoxazole-3-carboxylate

(E)-3-bromoprop-2-en-1-ol

Downstream raw materials:

methyl 5-formylisoxazole-3-carboxylate

5-(hydroxymethyl)-1,2-oxazole-3-carboxylic acid