Methyl 2-methyloxazole-4-carboxylate

Base Information

• Chemical Name: Methyl 2-methyloxazole-4-carboxylate
• CAS No.: 85806-67-3
• Molecular Formula: C6H7NO3
• Molecular Weight: 141.126
• Hs Code.: 2934999090
• European Community (EC) Number: 625-907-4
• DSSTox Substance ID: DTXSID80445935
• Nikkaji Number: J554.075E
• Wikidata: Q72492913
• Mol file: 85806-67-3.mol

Synonyms:methyl 2-methyloxazole-4-carboxylate;85806-67-3;2-Methyl-oxazole-4-carboxylic acid methyl ester;methyl 2-methyl-1,3-oxazole-4-carboxylate;4-OXAZOLECARBOXYLIC ACID, 2-METHYL-, METHYL ESTER;2-methyloxazole-4-carboxylic acid methyl ester;MFCD03265460;SCHEMBL286492;DTXSID80445935;NBBUIANVONUUEM-UHFFFAOYSA-N;methyl 2-methyloxazol-4-caboxylate;methyl 2-methyloxazol-4-carboxylate;methyl2-methyloxazole-4-carboxylate;AM9874;AKOS006339865;AB13936;AC-6350;CS-W003035;AS-19725;SY018269;Methyl 2-methyloxazole-4-carboxylate, 97%;FT-0646611;EN300-76074;J-522051;F2167-7118;Z1184916182

Chemical Property of Methyl 2-methyloxazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.525mmHg at 25°C
• Melting Point: 56-60℃
• Refractive Index: 1.468
• Boiling Point: 191.052 °C at 760 mmHg
• PKA: -0.65±0.10(Predicted)
• Flash Point: 69.346 °C
• PSA: 52.33000
• Density: 1.18 g/cm³
• LogP: 0.76960
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 141.042593085
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

99.5% ^*data from raw suppliers

Methyl 2-methyloxazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-52/53
• Safety Statements: 26-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CO1)C(=O)OC

Technology Process of Methyl 2-methyloxazole-4-carboxylate

There total 15 articles about Methyl 2-methyloxazole-4-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: 85.0%

2-methyloxazoline-4-carboxylic acid methyl ester (141029-63-2) → 2-methyl-oxazole-4-carboxylic acid methyl ester (85806-67-3)

Guidance literature:

With hexamethylenetetramine; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(ll) bromide; at 20 ℃; for 2h;

DOI:10.1021/jo034011x

Reference yield: 75.0%

4,5-dihydro-2-methyl-oxazole-4-carboxylic acid methyl ester (155884-28-9) → 2-methyl-oxazole-4-carboxylic acid methyl ester (85806-67-3)

Guidance literature:

With Bromotrichloromethane; 1,5-diazabicyclo<5.3.0>undecane; In dichloromethane; at 0 ℃; for 6h;

DOI:10.1016/S0040-4039(96)02344-1

Reference yield: 71.0%

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) + 2-propynyl chloride (624-65-7) → 2-methyl-oxazole-4-carboxylic acid methyl ester (85806-67-3)

Guidance literature:

2-propynyl chloride; With sodium methylate; In methanol; dichloromethane; at 0 ℃; for 1.5h;

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride; In methanol; dichloromethane; for 18h;

DOI:10.1002/ejoc.201700020

upstream raw materials:

2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

potassium methyl α-<(methoxyethylidene)amino>-β-hydroxyacrylate

4,5-dihydro-2-methyl-oxazole-4-carboxylic acid methyl ester

Ser-OMe

Downstream raw materials:

methyl 2-(bromomethyl)oxazole-4-carboxylate

2-methyl-1,3-oxazole-4-carboxylic acid chloride

4-(bromomethyl)-2-methyl-1,3-oxazole

Refernces

• 1、 Dubovtsev, Alexey Yu.,Dar'in, Dmitry V.,Kukushkin, Vadim Yu.. "Three-Component [2+2+1] Gold(I)-Catalyzed Oxidative Generation of Fully Substituted 1,3-Oxazoles Involving Internal Alkynes". supporting information. p. 2926 - 2935. Retrieved 2019/04/26.
• 2、 -. "POLYMYXIN ANALOGS USEFUL AS ANTIBIOTIC POTENTIATORS". Paragraph 0149. . Retrieved 2017/12/09.