(3S)-(-)-3-(Ethylamino)pyrrolidine TCI E0434

Chemical Identity

CAS No.: 381670-31-1
PubChem: CID 22831501·SID 87569690
Formula: C6H14N2
Molecular weight: 114.19 g/mol
Purity: >98.0%(GC)(T)
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (3S)-N-ethylpyrrolidin-3-amine
SMILES: CCNC1CCNC1
InChIKey: OPCPWFHLFKAUEA-LURJTMIESA-N
MDL: MDL00191359

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TCI E0434 (3S)-(-)-3-(Ethylamino)pyrrolidine is a chiral building block that carries two nitrogen atoms of distinctly different character: the ring nitrogen of the pyrrolidine core, and an ethylamino group attached at the third carbon whose configuration is defined as S. Cyclic diamines of this type are important starting materials in asymmetric synthesis, because the rigid pyrrolidine framework helps direct the geometry of a reaction, while the two amine groups provide attachment points for acylation, alkylation, sulfonylation, and the formation of ureas and amides during later stages of building a target molecule.

The advantage that makes this compound a preferred choice lies in its stereochemical purity being defined from the outset. Beginning a synthesis from material that is already chiral is far more efficient than working through the resolution of a racemic mixture partway along the reaction route, since resolution always sacrifices half of the material and adds further purification steps. In addition, the difference in steric hindrance and nucleophilicity between the secondary ring amine and the ethylamino group allows one nitrogen to be reacted selectively before the other, so that chemists can assemble substitutions in stages without losing control over the regiochemistry of the product.

In Indonesia, material of this kind is typically used in synthetic and medicinal chemistry laboratories at universities and research institutes, where enantiomerically defined intermediates are required for work on chiral molecules. It suits research groups developing multi-step synthetic routes, method development studies in asymmetric synthesis, and laboratories preparing small quantities of structurally defined intermediates for further transformation rather than bulk production work.

TCI brochures (PDF)

Chiral Building Blocks 2025-04-14 · p. 2

Related TCI products

Asymmetric synthesis route development: the defined S configuration is carried through subsequent steps, so the stereochemistry of the final target is established by the starting material rather than by a later resolution stage.
Medicinal chemistry intermediate preparation: the two differentiated nitrogen atoms allow systematic structural variation around a rigid pyrrolidine core when building small sets of related analogues for study.
Selective mono-functionalisation studies: the differing steric hindrance and nucleophilicity of the ring amine and the ethylamino group let chemists acylate or alkylate one nitrogen first under controlled conditions.
Amide and urea formation chemistry: both amine centres react readily with acylating and isocyanate-type partners, making this compound a convenient anchor point for constructing nitrogen-linked molecular fragments.
Chiral ligand and auxiliary investigations: the rigid cyclic diamine framework with a fixed stereocentre is a useful scaffold for preparing and evaluating nitrogen-donor structures in stereoselective reaction studies.

Brand	TCI (Tokyo Chemical Industry)
CAS number	381670-31-1
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes	research-scale packs as listed in the TCI catalogue for this item
Physical form	—
Storage	keep in the closed original container under the conditions stated on the manufacturer label

Product code: E0434

Store the container tightly closed in a cool, dry, well-ventilated place away from heat sources, direct sunlight, and incompatible materials such as strong acids and oxidising agents. Amines of this type are best kept in their original supplier packaging, which is selected for compatibility with the contents; where transfer is necessary, use a clean, dry, chemically compatible container with a secure closure and a clear label. Handle the compound in a fume hood using safety glasses, gloves, and a laboratory coat, avoiding contact with skin and eyes and inhalation of vapour. Minimise exposure to air and moisture by closing the container promptly after dispensing. Consult the manufacturer's safety data sheet before use, and follow local institutional rules for chemical waste collection and disposal.

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