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1-tert-Butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate

  • CAS No. 130966-46-0

  • Cat. No. CS-0052392
  • Purity≥97%
  • MDL No.None

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

1-tert-Butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate|CS-0052392

Structure of 130966-46-0

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General Information

  • CAS No. 130966-46-0
  • Cat. No. CS-0052392
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₅
  • Molecular Weight 245.27
  • Synonym(s) (2S,3R)-1-tert-Butyl-2-methyl-3-hydroxypyrrolidine-1,2-dicarboxylate
  • SMILES COC(=O)[C@@H]1[C@H](O)CCN1C(=O)OC(C)(C)C

Description

This chiral pyrrolidine derivative features a stereodefined (2S,3R) hydroxyl group and a tert-butyl ester at the C1 position, enabling selective functionalization in asymmetric synthesis. The methyl substituent at C2 enhances steric control, while the bench-stable dicarboxylate framework facilitates modular coupling reactions under standard conditions.

Application

1-tert-Butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate serves as a stereochemically defined pyrrolidine building block for medicinal chemistry and natural product synthesis. The (2S,3R) configuration enables predictable diastereoselective transformations, while the tert-butyldicarboxylate and methyl groups provide orthogonal protection and enhanced bench stability. It functions as a key intermediate in the construction of nitrogen-containing heterocycles and bioactive scaffolds, facilitating efficient functionalization via standard coupling, reduction, and cyclization protocols.

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   76.07
  • LogP   0.5297
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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