956034-04-1 | Methyl 3-aminofuran-2-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$16.00	$12.00
1g	95%	in stock	$56.00	$39.00
5g	95%	in stock	$109.00	$76.00
10g	95%	in stock	$190.00	$133.00
25g	95%	in stock	$358.00	$251.00
50g	95%	in stock	$691.00	$484.00

Description

• Catalog Number: AI04302
• Chemical Name: Methyl 3-aminofuran-2-carboxylate
• CAS Number: 956034-04-1
• Molecular Formula: C6H7NO3
• Molecular Weight: 141.1247
• MDL Number: MFCD09953568
• SMILES: COC(=O)c1occc1N

Computed Properties

• Complexity: 137
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 2
• XLogP3: 1

Upstream Synthesis Route

The upstream synthesis route of Methyl 3-aminofuran-2-carboxylate typically involves the following steps:

1. **Synthesis of Methyl 2-Furoate (Methyl furan-2-carboxylate):** This can be achieved through the oxidation of furan using a reagent such as silver(I) carbonate on Celite® or other suitable oxidizing agents in an appropriate solvent like methanol.

2. **Formation of 3-Aminofuran Intermediates:** Aminomethylation of methyl 2-furoate is performed to introduce the amino group at the 3-position. This can be done using reagents like formaldehyde and a primary or secondary amine in the presence of an acid catalyst. The Mannich reaction is a typical method used for this step.

3. **Reduction of the Imino Group to the Amino Group:** If the previous step results in the formation of an imine intermediate, it is typically reduced to the corresponding amine using reductive agents like hydrogen in the presence of a metal catalyst (e.g., palladium on carbon) or chemical reductants like sodium cyanoborohydride.

4. **Esterification (if not already present):** If the ester group is not present from the beginning or if it has been removed during previous steps, esterification must be performed. For Methyl 3-aminofuran-2-carboxylate, this involves reacting the corresponding acid with methanol in the presence of an acid catalyst such as sulfuric acid or through the use of more contemporary coupling reagents.

Each of these steps should be optimized to achieve the desired functional groups' introduction and retention while minimizing side reactions and maximizing overall yield. Safety protocols must be followed, especially when working with reactive intermediates and reagents. The entire synthetic route must comply with environmental, health, and safety regulations.