Ethyl isoxazole-3-carboxylate

Base Information

• Chemical Name: Ethyl isoxazole-3-carboxylate
• CAS No.: 3209-70-9
• Molecular Formula: C₆H₇NO₃
• Molecular Weight: 141.126
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20434429
• Wikidata: Q72475643
• Mol file: 3209-70-9.mol

Synonyms:ethyl isoxazole-3-carboxylate;3209-70-9;Ethyl 1,2-oxazole-3-carboxylate;isoxazole-3-carboxylic acid ethyl ester;3-ethoxycarbonylisoxazole;Ethyl isoxazol-3-carboxylate;3-Isoxazolecarboxylicacid, ethyl ester;3-ISOXAZOLECARBOXYLIC ACID, ETHYL ESTER;MFCD08234628;ETHYLISOXAZOLE-3-CARBOXYLATE;3-carboethoxy isoxazole;SCHEMBL1810135;DTXSID20434429;RKXWKTOBQOSONL-UHFFFAOYSA-N;AMY12191;AKOS003672831;PB14547;SY066081;TS-01838;CS-0049561;FT-0686490;EN300-7346495;A821128

Chemical Property of Ethyl isoxazole-3-carboxylate

Chemical Property:

• Boiling Point: 219.514 °C at 760 mmHg
• PKA: -5.43±0.50(Predicted)
• Flash Point: 86.559 °C
• PSA: 52.33000
• Density: 1.177 g/cm³
• LogP: 0.85130
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 141.042593085
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98%,99%, ^*data from raw suppliers

EthylIsoxazol-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NOC=C1
• Uses: Ethyl Isoxazol-3-carboxylate has been used as a reactant in the preparation of demethyl 2-amino-3-(3-carboxy-5-methyl-4-isoxazolyl)propionic acid (ACPA) which shows activity at metabotropic receptors and is a weak antagonist at the mGlu2 receptor subtype.

Technology Process of Ethyl isoxazole-3-carboxylate

There total 10 articles about Ethyl isoxazole-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: 95.0%

→ ethyl isoxazole-3-carboxylate (3209-70-9) + ethyl (5-acetoxy-Δ2-isoxazlin-3-yl)carboxylate

Guidance literature:

Reference yield: 89.0%

→ ethyl isoxazole-3-carboxylate (3209-70-9)

Guidance literature:

Reference yield: 79.0%

trimethylstannylacetylene (1112-00-1) + ethyl 2-chloro-2-(hydroxyimino)acetate (14337-43-0) → ethyl isoxazole-3-carboxylate (3209-70-9)

Guidance literature:

With triethylamine; In diethyl ether; Ambient temperature;

DOI:10.1248/cpb.41.478

upstream raw materials:

sodium acetylide

ethyl 2-chloro-2-(hydroxyimino)acetate

benzene

trimethylstannylacetylene

Downstream raw materials:

ethyl oxazole-2-carboxylate

isoxazole-3-carboxaldehyde

3-hydroxymethyl isoxazole

Refernces

• 1、 Tang, Shibing,He, Jinmei,Sun, Yongquan,He, Liuer,She, Xuegong. "Efficient and regioselective one-pot synthesis of 3-substituted and 3,5-disubstituted isoxazoles". supporting information; experimental part. p. 3982 - 3985. Retrieved 2009/12/03.
• 2、 -. "4-[(4-(CARBOXYETHYL) PIPERIDINYL) METHYL] PYRROLIDINES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY". Page 31; 24. . Retrieved 2010/02/07.