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(R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate

  • CAS No. 128811-48-3

  • Cat. No. CS-0030592
  • Purity≥95%
  • MDL No.MFCD07783728

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

(R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate|CS-0030592

Structure of 128811-48-3

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General Information

  • CAS No. 128811-48-3
  • Cat. No. CS-0030592
  • Purity ≥95%
  • MDL No. MFCD07783728
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇NO₅
  • Molecular Weight 243.26
  • Synonym(s) Methyl(R)-N-(tert-butoxycarbonyl)pyroglutamate; (R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
  • SMILES O=C(N1[C@@H](C(OC)=O)CCC1=O)OC(C)(C)C

Description

(R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate features a chiral pyrrolidine core with orthogonal functional handles: a tert-butyl ester and a methyl-substituted carbamate. This configuration enables direct incorporation into asymmetric synthesis workflows, where the oxo group serves as a strategic site for reductive amination or nucleophilic addition. The molecule exhibits bench-stable handling characteristics under standard conditions.

Application

(R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate serves as a versatile chiral building block in asymmetric synthesis, enabling the construction of pyrrolidine-based scaffolds with defined stereochemistry. Its bench-stable nature, combined with orthogonal functional group tolerance, facilitates efficient derivatization in peptide mimicry and medicinal chemistry campaigns. The molecule functions effectively in standard coupling and reduction protocols, supporting scalable access to bioactive heterocycles.

Safety Information

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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   72.91
  • LogP   1.0855
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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