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tert-Butyl (2s,4r)-4-hydroxy-2-methylpyrrolidine-1-carboxylate

  • CAS No. 114676-61-8

  • Cat. No. CS-0029768
  • Molecule weight201.26
  • Purity≥97%
  • MDL No.MFCD11111254

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

tert-Butyl (2s,4r)-4-hydroxy-2-methylpyrrolidine-1-carboxylate|CS-0029768

Structure of 114676-61-8

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General Information

  • CAS No. 114676-61-8
  • Cat. No. CS-0029768
  • Purity ≥97%
  • MDL No. MFCD11111254
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₃
  • Molecular Weight 201.26
  • Synonym(s) (2S,4R)-4-hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester
  • SMILES O=C(N1[C@@H](C)C[C@@H](O)C1)OC(C)(C)C

Description

tert-Butyl (2S,4R)-4-hydroxy-2-methylpyrrolidine-1-carboxylate is a stereochemically defined pyrrolidine derivative featuring a bench-stable tert-butyl carbamate protecting group and a chiral hydroxyl moiety. This configuration enables selective transformations in asymmetric synthesis, particularly in the construction of bioactive heterocycles where precise stereocontrol is essential. The molecule integrates readily into complex scaffolds due to its stability under standard conditions and compatibility with diverse reaction protocols.

Application

tert-Butyl (2S,4R)-4-hydroxy-2-methylpyrrolidine-1-carboxylate serves as a stereochemically defined chiral building block for the synthesis of pyrrolidine-based pharmaceuticals and natural products. The protected hydroxyl group enables selective transformations, while the tert-butyl carbamate facilitates easy deprotection under mild acidic conditions. Its configurational stability and compatibility with standard coupling reactions make it valuable in iterative synthetic sequences and medicinal chemistry campaigns.

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   49.77
  • LogP   1.3766
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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