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Atomfair 1,2-Pyrrolidinedicarboxylic acid, 3-hydroxy-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,3S)-rel- C11H19NO5

Description 1-O-tert-butyl 2-O-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate (CAS No. 130966-46-0) is a high-purity chiral pyrrolidine derivative with the molecular formula C11H19NO5. This compound features a stereochemically defined hydroxy group at the 3-position, making it a valuable intermediate in asymmetric synthesis and pharmaceutical research. The tert-butyl and methyl ester moieties enhance its stability and reactivity, enabling applications in peptide mimetics, organocatalysis, and medicinal chemistry. Supplied as a white to off-white crystalline solid, it is rigorously characterized by HPLC, NMR, and mass spectrometry to ensure ??95% purity. Ideal for researchers developing protease inhibitors, chiral ligands, or bioactive scaffolds.

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Description

Description

1-O-tert-butyl 2-O-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate (CAS No. 130966-46-0) is a high-purity chiral pyrrolidine derivative with the molecular formula C11H19NO5. This compound features a stereochemically defined hydroxy group at the 3-position, making it a valuable intermediate in asymmetric synthesis and pharmaceutical research. The tert-butyl and methyl ester moieties enhance its stability and reactivity, enabling applications in peptide mimetics, organocatalysis, and medicinal chemistry. Supplied as a white to off-white crystalline solid, it is rigorously characterized by HPLC, NMR, and mass spectrometry to ensure ??95% purity. Ideal for researchers developing protease inhibitors, chiral ligands, or bioactive scaffolds.

  • CAS No: 130966-46-0
  • Molecular Formula: C11H19NO5
  • Molecular Weight: 245.27
  • Exact Mass: 245.12632271
  • Monoisotopic Mass: 245.12632271
  • IUPAC Name: 1-O-tert-butyl 2-O-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate
  • SMILES: CC(C)(C)OC(=O)N1CC[C@H]([C@H]1C(=O)OC)O
  • Synonyms: 1449588-26-4, 1,2-Pyrrolidinedicarboxylic acid, 3-hydroxy-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,3S)-rel-, 130966-46-0, (2S,3R)-1-tert-Butyl 2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate, 1-tert-butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate

Application

This compound serves as a versatile chiral building block for the synthesis of peptidomimetics and protease inhibitors, particularly in HIV and hepatitis C research. Its stereospecific hydroxy group enables diastereoselective transformations, while the ester functionalities allow for further derivatization. Used in organocatalysis to construct complex heterocycles with high enantiomeric excess. Also employed in medicinal chemistry for the design of CNS-active compounds due to its pyrrolidine core.

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