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TCI

CAS 139015-33-1

(3R)-(+)-3-(Methylamino)pyrrolidine TCI M1107

(3R)-(+)-3-(Methylamino)pyrrolidine TCI M1107

Chemical Identity

CAS No.
139015-33-1
PubChem
CID 10261056·SID 87573073
Formula
C5H12N2
Molecular weight
100.16 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(3R)-N-methylpyrrolidin-3-amine
SMILES
CN[C@@H]1CCNC1
InChIKey
NGZYRKGJWYJGRS-RXMQYKEDSA-N
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TCI M1107 (3R)-(+)-3-(Methylamino)pyrrolidine is a chiral building block consisting of a pyrrolidine ring bearing a methylamino group at the 3-position in a defined R configuration. The compound belongs to the family of cyclic diamines that are highly sought after in medicinal chemistry, because it provides two nitrogen centres of differing reactivity together with a stereogenic centre that determines the three-dimensional shape of the final molecule. In the synthesis of bioactive compounds, the absolute configuration at this position is frequently the factor that decides whether a molecule binds optimally to its biological target.

The characteristic that makes this material a preferred choice is its defined chiral purity from the very beginning of the synthetic route. By starting from a single-enantiomer material, researchers avoid the complexity of resolving a racemate at a late stage, a process that normally consumes time and cost while sacrificing half of the material. The ring nitrogen, a secondary amine, is strongly nucleophilic and is commonly used in nucleophilic aromatic substitution as well as metal-catalysed cross-coupling, while the methylamino group on the side chain offers a second point of functionalisation. The strong basicity of both nitrogen atoms also facilitates salt formation and purification handling.

In Indonesian laboratories, this building block is typically used in academic and industrial research groups working on asymmetric synthesis, medicinal chemistry, and the preparation of pharmaceutical intermediates. It is generally ordered in small quantities appropriate to exploratory route development, where a stereochemically defined starting material shortens the path to a target scaffold. University research laboratories, pharmaceutical R&D units, and contract synthesis facilities are the usual settings in which this reagent is applied.

TCI brochures (PDF)

  • Asymmetric synthesis route development — the defined R configuration is fixed at the outset, so the stereochemical outcome of the target molecule is controlled without any later resolution step.
  • Medicinal chemistry scaffold construction — the cyclic diamine framework gives two nitrogen handles with different reactivity, allowing sequential and selective elaboration of a drug-like core structure.
  • Nucleophilic aromatic substitution reactions — the strongly nucleophilic secondary ring nitrogen readily displaces suitable leaving groups on activated aromatic systems to build nitrogen-linked architectures.
  • Metal-catalysed cross-coupling chemistry — the ring nitrogen serves as a coupling partner in catalytic amination chemistry, introducing the chiral pyrrolidine unit directly onto an aryl framework.
  • Pharmaceutical intermediate preparation — starting from a single-enantiomer building block avoids racemate separation at the final stage, saving time and cost and preserving material that would otherwise be discarded.

Brand TCI
CAS number 139015-33-1
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes available in the standard research-scale pack sizes supplied by TCI; please confirm the available option when ordering
Physical form —
Storage store according to the conditions stated on the manufacturer's label and safety data sheet
  • Chemical class: cyclic diamine / chiral pyrrolidine building block

Store the container tightly closed in a cool, dry, well-ventilated place, following the storage conditions stated on the manufacturer's label and safety data sheet. Amine compounds of this type are generally kept in their original tightly sealed container, protected from moisture and from prolonged exposure to air, and away from acids and other incompatible materials. Handle inside a fume hood using appropriate personal protective equipment, including safety glasses, chemical-resistant gloves, and a laboratory coat. Both nitrogen centres are strongly basic, so avoid contact with skin and eyes and prevent the generation of vapours. Return the container promptly to its designated storage location after use, and consult the safety data sheet before any handling, transfer, or disposal operation.

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