1060816-22-9 | Ethyl 2-bromo-1,3-oxazole-5-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$35.00	$25.00
1g	98%	in stock	$61.00	$43.00
5g	98%	in stock	$239.00	$168.00
10g	98%	in stock	$477.00	$334.00
25g	98%	in stock	$992.00	$695.00

Description

• Catalog Number: AB51418
• Chemical Name: Ethyl 2-bromo-1,3-oxazole-5-carboxylate
• CAS Number: 1060816-22-9
• Molecular Formula: C6H6BrNO3
• Molecular Weight: 220.0207
• MDL Number: MFCD09743496
• SMILES: CCOC(=O)c1cnc(o1)Br

Computed Properties

• Complexity: 153
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• XLogP3: 1.9

Upstream Synthesis Route

To synthesize Ethyl 2-bromo-1,3-oxazole-5-carboxylate, one can consider the following synthetic route:

1. Begin with the readily available ethyl 5-amino-1,3-oxazole-4-carboxylate as the starting material.

2. Subject the amino group to diazotization using sodium nitrite (NaNO2) and hydrochloric acid (HCl) at 0-5°C to form the corresponding diazonium salt.

3. Undergo Sandmeyer reaction by treating the diazonium salt with copper(I) bromide (CuBr) to introduce the bromine, forming ethyl 2-bromo-1,3-oxazole-4-carboxylate.

4. Perform a base-catalyzed isomerization of the 4-position bromine to the 5-position to afford Ethyl 2-bromo-1,3-oxazole-5-carboxylate. A strong base such as potassium tert-butoxide (t-BuOK) in the presence of a suitable solvent like DMSO can be used for the isomerization step.

5. Purify the final product through column chromatography or recrystallization to ensure high purity.

Each step in the synthesis should be monitored by analytical methods such as TLC or HPLC to confirm the correct structure and purity of the intermediates and final compound. It is important to maintain an inert atmosphere during the bromination and isomerization steps to minimize side reactions and degradation of the product. This synthesis route provides a straightforward approach to the target molecule, utilizing standard reactions and reagents in organic chemistry.