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CAS 381670-32-2

(R)-(+)-1-Ethyl-2-pyrrolidinecarboxamide TCI E0468

(R)-(+)-1-Ethyl-2-pyrrolidinecarboxamide TCI E0468

Chemical Identity

Other names
N-Ethyl-D-prolinamide
CAS No.
381670-32-2
Formula
C7H14N2O
Molecular weight
142.20 g/mol
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(2R)-1-ethylpyrrolidine-2-carboxamide
SMILES
CCN1CCCC1C(=O)N
InChIKey
LQOASEHNECNLNM-ZCFIWIBFSA-N
MDL
MDL00671532
PubChem
CID 22215364
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TCI E0468 (R)-(+)-1-Ethyl-2-pyrrolidinecarboxamide is the R enantiomer of an ethylated proline amide, the mirror-image partner of the S variant. The compound provides a rigid pyrrolidine framework carrying a primary carboxamide group at the two position, together with a tertiary nitrogen that already bears an ethyl substituent. In laboratory work, single-enantiomer compounds of this kind serve both as synthetic starting materials and as stereochemical reference standards, because most physical properties of the two enantiomers are identical apart from the direction in which they rotate plane-polarized light and the way they behave in a chiral environment.

The properties that make this material a preferred choice are its defined configurational purity and its ability to complete experimental series that require both enantiomers. In medicinal chemistry, the two enantiomers of a single compound can produce markedly different biological responses, which makes testing both of them a methodological necessity rather than an optional extra. The amide group is stable under many reaction conditions yet can still be reduced to the corresponding amine or dehydrated to the nitrile, while the pyrrolidine framework imposes conformational restriction that is useful in the design of peptidomimetics and catalysts.

In Indonesian laboratories, this reagent is typically handled by research groups working in chemical biology and peptide chemistry, where defined stereochemistry is central to the experimental question being asked. It is used at the bench scale in synthetic route development, in comparative studies that place the R and S forms side by side, and in preparative work where a stereochemically defined pyrrolidine building block is required before any downstream coupling or transformation is attempted.

  • Chiral building block in synthesis: the defined R configuration is carried through subsequent reaction steps, allowing stereochemistry to be set at the start rather than resolved later at additional cost in yield.
  • Stereochemical reference material: serves as the mirror-image comparator against the S enantiomer in studies where optical rotation and chiral chromatographic behavior are the properties being measured.
  • Medicinal chemistry enantiomer screening: because the two enantiomers of one compound may give very different biological responses, both forms must be prepared and tested for any conclusion to be methodologically sound.
  • Peptidomimetic design work: the rigid pyrrolidine framework imposes conformational restriction on the resulting structures, which is precisely the property sought when mimicking the geometry of a peptide backbone.
  • Amide functional group transformations: the carboxamide is stable to many reaction conditions yet can be reduced to the amine or dehydrated to the nitrile, giving several defined routes onward from one intermediate.

Brand TCI (Tokyo Chemical Industry)
CAS number 381670-32-2
Molecular formula —
Purity —
Category Chemistry > Chemical Biology > Peptide Chemistry
Pack sizes available in standard TCI research quantities; please confirm the current pack size when ordering
Physical form —
Storage store under the conditions stated on the manufacturer's label and accompanying documentation
  • Product code: E0468

Store the container tightly closed in a cool, dry, well-ventilated area, away from heat sources, direct sunlight, and incompatible materials, following the conditions given on the manufacturer's label. Keep the material in its original supplier container wherever possible; if transfer is necessary, use a clean, dry, chemically compatible and clearly labelled vessel. Handle in a fume hood using safety glasses, gloves, and a laboratory coat. Avoid generating dust, avoid contact with skin and eyes, and keep the container closed when not in active use to limit moisture uptake. Consult the manufacturer's Safety Data Sheet before first use, and dispose of residues and contaminated materials through the laboratory's chemical waste stream in line with applicable regulations.

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