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CS-W001157 4
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1-(tert-Butyl) 2-methyl (S)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

  • CAS No. 74844-93-2

  • Cat. No. CS-0099904
  • Purity≥96%
  • MDL No.MFCD00080341

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

1-(tert-Butyl) 2-methyl (S)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate|CS-0099904

Structure of 74844-93-2

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General Information

  • CAS No. 74844-93-2
  • Cat. No. CS-0099904
  • Purity ≥96%
  • MDL No. MFCD00080341
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇NO₄
  • Molecular Weight 227.26
  • Synonym(s) None
  • SMILES O=C(N1[C@H](C(OC)=O)C=CC1)OC(C)(C)C

Description

This chiral pyrrolidine diester features a sterically hindered tert-butyl group and a methyl substituent at the 2-position, enabling high stereoselectivity in asymmetric synthesis. The electron-deficient pyrroline core facilitates efficient coupling reactions, while the bench-stable, moisture-tolerant structure simplifies handling in process development workflows.

Application

1-(tert-Butyl) 2-methyl (S)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate serves as a stable, bench-ready chiral building block for synthesizing pyrrolidine-containing scaffolds. Its (S)-configuration and protected diester functionality enable stereoselective transformations, including hydrogenation and nucleophilic substitution. The tert-butyl and methyl groups enhance solubility and facilitate purification, making it ideal for iterative synthesis in medicinal chemistry and API development.

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   55.84
  • LogP   1.3349
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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