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CS-W001157 4
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(S)-1-Boc-(3-Hydroxymethyl)pyrrolidine

  • CAS No. 199174-24-8

  • Cat. No. CS-D0747
  • Purity≥97%
  • MDL No.MFCD03094726

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

(S)-1-Boc-(3-Hydroxymethyl)pyrrolidine|CS-D0747

Structure of 199174-24-8

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General Information

  • CAS No. 199174-24-8
  • Cat. No. CS-D0747
  • Purity ≥97%
  • MDL No. MFCD03094726
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₃
  • Molecular Weight 201.26
  • Synonym(s) (S)-tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N(CC1)C[C@H]1CO

Description

(S)-1-Boc-(3-Hydroxymethyl)pyrrolidine features a chiral pyrrolidine core with a hydroxymethyl group at the 3-position and a Boc-protected amine at the 1-position. This configuration enables direct incorporation into complex molecular architectures, particularly in medicinal chemistry and natural product synthesis. The protected amine ensures stability during multi-step transformations, while the pendant hydroxyl group provides a handle for selective derivatization. Its bench-stable nature supports reliable use under standard reaction conditions.

Application

(S)-1-Boc-(3-Hydroxymethyl)pyrrolidine serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of pyrrolidine-based scaffolds with defined stereochemistry. The Boc-protected amine and primary alcohol functionalities offer orthogonal reactivity for sequential transformations. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient access to complex heterocyclic intermediates and API candidates.

Synthesis

  • Route1

    References

    • WO2007/100670 A1, ; Page/Page column 51 ; WO 2007/100670 A1
  • Route2
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      1264942-79-1
    • ~52%
    • In-stock
      (S)-1-Boc-(3-Hydroxymethyl)pyrrolidine|CS-D0747
      199174-24-8

    References

    • WO2011/19090 A1, ; Page/Page column 45-46 ; WO 2011/019090 A1
  • Route3
    • null|null
      1123786-71-9
    • ~0%
    • In-stock
      (R)-tert-Butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate|CS-D0746
      138108-72-2
    • In-stock
      (S)-1-Boc-(3-Hydroxymethyl)pyrrolidine|CS-D0747
      199174-24-8

    References

    • Journal of the American Chemical Society, , vol. 131, p. 2786 - 2787

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   1.2357
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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