66411-54-9 | (S)-(-)-1-Methyl-2-aminomethylpyrrolidine

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$70.00	$49.00
250mg	95%	in stock	$99.00	$69.00
500mg	95%	in stock	$164.00	$115.00
1g	95%	in stock	$220.00	$154.00
5g	95%	in stock	$755.00	$528.00

Description

• Catalog Number: AH21800
• Chemical Name: (S)-(-)-1-Methyl-2-aminomethylpyrrolidine
• CAS Number: 66411-54-9
• Molecular Formula: C6H14N2
• Molecular Weight: 114.1888
• MDL Number: MFCD11106680
• SMILES: NC[C@@H]1CCCN1C

Upstream Synthesis Route

The upstream synthesis route of (S)-(-)-1-Methyl-2-aminomethylpyrrolidine can be achieved using the following steps:

1. **Start from (S)-(-)-Pyrrolidine-2-carboxylic acid**: This compound, also known as L-proline, is a readily available chiral starting material that can be utilized to introduce the pyrrolidine ring into the target molecule.

2. **N-Methylation**: React (S)-(-)-Pyrrolidine-2-carboxylic acid with methyl iodide and a base such as sodium hydride (NaH) to form (S)-(-)-N-Methylpyrrolidine-2-carboxylic acid. This step introduces the methyl group to the nitrogen atom.

3. **Reduction of Carboxylic Acid**: Reduce the carboxylic acid group of (S)-(-)-N-Methylpyrrolidine-2-carboxylic acid to an alcohol using a reducing agent such as lithium aluminum hydride (LiAlH4).

4. **Conversion to Aminomethyl Group**: Convert the resulting alcohol to a tosylate (tosyl chloride in the presence of base), and then a subsequent nucleophilic substitution with cyanide to introduce the nitrile group. The nitrile group can then be reduced to an aminomethyl group using hydrogenation over a suitable catalyst like palladium on carbon (Pd/C) and hydrogen gas.

5. **Purification**: Purify the (S)-(-)-1-Methyl-2-aminomethylpyrrolidine through techniques such as crystallization or chromatography to achieve the desired purity and enantiomeric excess.

These steps detail a general synthesis route and may require optimization depending on scale, desired yield, and enantiomeric purity. Appropriate safety measures and regulatory compliance should be taken into account when conducting the synthesis.