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Methyl (R)-5-oxopyrrolidine-2-carboxylate

  • CAS No. 64700-65-8

  • Cat. No. CS-0097285
  • Purity≥96%
  • MDL No.MFCD01318621

*For research and further manufacturing use only, not for direct human use.

Methyl (R)-5-oxopyrrolidine-2-carboxylate|CS-0097285

Structure of 64700-65-8

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General Information

  • CAS No. 64700-65-8
  • Cat. No. CS-0097285
  • Purity ≥96%
  • MDL No. MFCD01318621
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉NO₃
  • Molecular Weight 143.14
  • Synonym(s) Methyl D-pyroglutamate
  • SMILES O=C(OC)[C@@H](CC1)NC1=O

Description

Methyl (R)-5-oxopyrrolidine-2-carboxylate is a chiral pyrrolidine derivative featuring a ketone at the C5 position and a methyl ester at C2. This configuration imparts high stereoselectivity in asymmetric synthesis, enabling efficient access to complex nitrogen-containing scaffolds. The compound exhibits excellent stability under standard bench conditions and integrates readily into diverse reaction sequences.

Application

Methyl (R)-5-oxopyrrolidine-2-carboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling efficient access to pyrrolidine-based scaffolds. Its enantioselective synthesis and stable α-aminoketone functionality facilitate diverse transformations, including reductive amination, nucleophilic addition, and heterocycle construction. The ester group supports straightforward derivatization and purification, while the inherent stereochemistry simplifies downstream asymmetric synthesis. This compound functions as a key intermediate in the development of bioactive molecules and pharmaceutical candidates requiring defined stereochemistry.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   55.4
  • LogP   -0.562
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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