1001353-92-9 | (R)-3-Amino-1-methylpiperidine

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$13.00	$10.00
1g	95%	in stock	$51.00	$36.00
5g	95%	in stock	$129.00	$90.00

Description

• Catalog Number: AA01161
• Chemical Name: (R)-3-Amino-1-methylpiperidine
• CAS Number: 1001353-92-9
• Molecular Formula: C6H14N2
• Molecular Weight: 114.1888
• MDL Number: MFCD17015901
• SMILES: CN1CCC[C@H](C1)N

Computed Properties

• Complexity: 72.9
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: -0.1

Upstream Synthesis Route

The synthesis of (R)-3-amino-1-methylpiperidine can be approached starting with commercially available (R)-1-methylpiperidin-3-ol as the chiral precursor. This chiral alcohol can be converted to the corresponding amine through a series of steps:

1. Protection of the hydroxyl group: The alcohol can first be protected by converting it into a silyl ether derivative using agents such as tert-butyldimethylsilyl chloride (TBDMSCl) and imidazole in a suitable solvent like dichloromethane.

2. Nitration: The silyl-protected intermediate can undergo nitration at the 2-position using reagents such as nitric acid in acetic anhydride, resulting in the corresponding 2-nitro derivative.

3. Reduction of nitro group: The nitro group can be selectively reduced to an amino group using catalytic hydrogenation (Pd/C, H2) or by employing metal hydride reagents such as tin(II) chloride or iron powder in acidic conditions.

4. Deprotection: Finally, the silyl protecting group can be removed using a fluoride source, such as tetra-n-butylammonium fluoride (TBAF), to yield the (R)-3-amino-1-methylpiperidine.

Each reaction step would require optimization of conditions and purification of intermediates, ideally utilizing chromatography or crystallization techniques to ensure enantiopurity is maintained throughout the synthesis.